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Journal articles on the topic 'Total synthesis'

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Author: Grafiati

Published: 4 June 2021

Last updated: 7 July 2024

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1

Dai, Mingji, Xinpei Cai, and Yu Bai. "Total Syntheses of Spinosyn A." Synlett 29, no. 20 (September 7, 2018): 2623–32. http://dx.doi.org/10.1055/s-0037-1610249.

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Spinosyn A is an important polycyclic natural product with impressive insecticidal activity and has been used worldwide in agriculture as the major component of Spinosad. Herein, four chemical total syntheses of spinosyn A are summarized. Its biosynthesis and a chemoenzymatic total synthesis are discussed as well.1 Biosynthesis2 The Evans Synthesis3 The Paquette Synthesis4 The Roush Synthesis5 The Liu Synthesis6 The Dai Synthesis7 Conclusions

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2

Uwamori, Masahiro, and Masahisa Nakada. "Collective Total Synthesis of PPAPs: Total Synthesis of Clusianone via Intramolecular Cyclopropanation." Natural Product Communications 8, no. 7 (July 2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800721.

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The total synthesis of clusianone was accomplished through the stereoselective construction of a bicyclo[3.3.1]nonane derivative via a three-step sequence which has been utilized for the total syntheses of nemorosone garsubellin A and hyperforin: intramolecular cyclopropanation formation of a geminal dimethyl group and regioselective ring opening of cyclopropane. Further elaboration including chemo- and stereoselective hydrogenation to generate the C7 stereogenic center and cross-metathesis to construct prenyl groups in the side-chains was employed to complete the total synthesis of clusianone.

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3

Anderson, Zoe J., and David J. Fox. "Total synthesis of the azolemycins." Organic & Biomolecular Chemistry 14, no. 4 (2016): 1450–54. http://dx.doi.org/10.1039/c5ob02520f.

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4

Ndoile, Monica M., and Fanie R. van Heerden. "Total synthesis of ochnaflavone." Beilstein Journal of Organic Chemistry 9 (July 8, 2013): 1346–51. http://dx.doi.org/10.3762/bjoc.9.152.

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The first total syntheses of ochnaflavone, an asymmetric biflavone consisting of apigenin and luteolin moieties, and the permethyl ether of 2,3,2'',3''-tetrahydroochnaflavone have been achieved. The key steps in the synthesis of ochnaflavone were the formation of a diaryl ether and ring cyclization of an ether-linked dimeric chalcone to assemble the two flavone nuclei. Optimal experimental conditions for the oxidative cyclization to form ochnaflavone were established.

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5

Dong, Gao, Bohui Li, and George A. O'Doherty. "Total and formal syntheses of fostriecin." Organic Chemistry Frontiers 7, no. 22 (2020): 3608–15. http://dx.doi.org/10.1039/d0qo01121e.

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6

Ke, Shanwen, and Chenghao Pan. "Total synthesis of Oboflavanone B." Journal of Physics: Conference Series 2608, no. 1 (October 1, 2023): 012043. http://dx.doi.org/10.1088/1742-6596/2608/1/012043.

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Abstract Oboflavanone B, a revision of Oboflavanone A, has unique structure. Intrigued by its key 2,8-dioxabicyclo(3.3.1)nonane structure and chromanone structure, this paper discussed and reported a proposal towards the synthesis of this product. This work provides a theoretically feasible retrosynthesis, which utilized coupling reactions to connect the two main parts of the natural product. The key strategy of these syntheses involves Heck reactions, Fries rearrangement and addition reactions. To ensure the chiral of the target product, the chiral of the reactant was restricted in this work. The synthesis went through a total 12 steps process, containing 4 steps on protecting and deprotecting reactions. All the substrates given in each step are available in this strategy.

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7

Chen, Fen-Er, and Lei Chen. "Total Synthesis of Camptothecins: An Update." Synlett 28, no. 10 (March 15, 2017): 1134–50. http://dx.doi.org/10.1055/s-0036-1588738.

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Over the last few decades, considerable research efforts have been directed toward the development of effective chemical syntheses of camptothecin and its analogs. The last comprehensive review of this area was published in 2003 and many effective new methods have since been reported for the stereoselective synthesis of the camptothecin alkaloids. In this account, we have summarized most of the novel synthetic approaches developed for the synthesis of camptothecins during the last decade. We have focused on strategies for the construction of the pentacyclic ring system and the different methods used to install the chiral quaternary center on the E ring of camptothecin.1 Introduction2 Synthesis of Racemic Camptothecins3 Enantioselective Synthesis of Camptothecins3.1 Sharpless Asymmetric Dihydroxylation3.2 Catalytic Asymmetric Cyanosilylation3.3 Auxiliary-Induced Asymmetric Carbonyl Addition3.4 Catalytic Asymmetric Ethylation3.5 Asymmetric Hydroxylation4 Conclusion

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8

Huang, Deng-Ming, Hui-Jing Li, Jun-Hu Wang, and Yan-Chao Wu. "Asymmetric total synthesis of talienbisflavan A." Organic & Biomolecular Chemistry 16, no. 4 (2018): 585–92. http://dx.doi.org/10.1039/c7ob02837g.

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The first asymmetric total syntheses of talienbisflavan A and bis-8,8′-epicatechinylmethane as well as a facile synthesis of bis-8,8′-catechinylmethane has been accomplished from readily available starting materials by using a newly developed direct regioselective methylenation of catechin derivatives as one of the key steps.

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9

Fay, Nicolas, Rémi Blieck, Cyrille Kouklovsky, and Aurélien de la Torre. "Total synthesis of grayanane natural products." Beilstein Journal of Organic Chemistry 18 (December 12, 2022): 1707–19. http://dx.doi.org/10.3762/bjoc.18.181.

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Grayananes are a broad family of diterpenoids found in Ericaceae plants, comprising more than 160 natural products. Most of them exhibit interesting biological activities, often representative of Ericaceae use in traditional medicine. Over the last 50 years, various strategies were described for the total synthesis of these diterpenoids. In this review, we survey the literature for synthetic approaches to access grayanane natural products. We will focus mainly on completed total syntheses, but will also mention unfinished synthetic efforts. This work aims at providing a critical perspective on grayanane synthesis, highlighting the advantages and downsides of each strategy, as well as the challenges remaining to be tackled.

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10

Liu, L., S. Wu, Q. Wang, M. Zhang, B. Wang, G. He, and G. Chen. "Total synthesis of teixobactin and its stereoisomers." Organic Chemistry Frontiers 5, no. 9 (2018): 1431–35. http://dx.doi.org/10.1039/c8qo00145f.

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11

Sarabia, Francisco, and Iván Cheng-Sánchez. "Recent Advances in Total Synthesis via Metathesis Reactions." Synthesis 50, no. 19 (July 18, 2018): 3749–86. http://dx.doi.org/10.1055/s-0037-1610206.

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The metathesis reactions, in their various versions, have become a powerful and extremely valuable tool for the formation of carbon–carbon bonds in organic synthesis. The plethora of available catalysts to perform these reactions, combined with the various transformations that can be accomplished, have positioned the metathesis processes as one of the most important reactions of this century. In this review, we highlight the most relevant synthetic contributions published between 2012 and early 2018 in the field of total synthesis, reflecting the state of the art of this chemistry and demonstrating the significant synthetic potential of these methodologies.1 Introduction2 Alkene Metathesis in Total Synthesis2.1 Total Synthesis Based on a Ring-Closing-Metathesis Reaction2.2 Total Synthesis Based on a Cross-Metathesis Reaction2.3 Strategies for Selective and Efficient Metathesis Reactions of Alkenes2.3.1 Temporary Tethered Ring-Closing Metathesis2.3.2 Relay Ring-Closing Metathesis2.3.3 Stereoselective Alkene Metathesis2.3.4 Alkene Metathesis in Tandem Reactions3 Enyne Metathesis in Total Synthesis3.1 Total Syntheses Based on a Ring-Closing Enyne-Metathesis Reaction3.2 Total Syntheses Based on an Enyne Cross-Metathesis Reaction3.3 Enyne Metathesis in Tandem Reactions4 Alkyne Metathesis in Total Synthesis4.1 Total Synthesis Based on a Ring-Closing Alkyne-Metathesis Reaction4.2 Other Types of Alkyne-Metathesis Reactions5 Conclusions

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12

Jin, Tian, Lu Zhao, Zhe-Bin Zheng, Xiao Liu, Liang Sun, and Jia-Fu Lin. "Recent Advances in the Total Synthesis of Clavaminols." Synthesis 50, no. 23 (October 18, 2018): 4569–76. http://dx.doi.org/10.1055/s-0037-1610305.

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Clavaminols are a new class of long-chain 2-amino-3-alkanols that mostly contain 2R,3S-configurations. Owing to their interesting molecular architectures and promising activities, they have become popular targets for synthetic organic chemists. In this review, we highlight 12 total syntheses of clavaminols from different research groups during the period 2009 to 2018.1 Introduction2 Synthetic Approaches toward Clavaminols2.1 Total Synthesis by Chemla and Colleagues (2009)2.2 Total Synthesis by Greck and Colleagues (2010)2.3 Total Synthesis by Sutherland and Zaed (2011)2.4 Total Synthesis by Huang and Colleagues (2011)2.5 Total Synthesis by Kotora and Colleagues (2012)2.6 Total Synthesis by Kumar and Colleagues (2013)2.7 Total Synthesis by Prabhavathi Devi and Colleagues (2013 and 2016)2.8 Total Synthesis by Sarabia and Colleagues (2014)2.9 Total Synthesis by Mohapatra and Colleagues (2016)2.10 Total Synthesis by Lu and Colleagues (2016)2.11 Total Synthesis by Jin and Colleagues (2017)2.12 Total Synthesis by Kumar Pandey and Colleagues (2018)3 Conclusion

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13

Paterson, Ian, Edward A. Anderson, Stephen M. Dalby, Jong Ho Lim, Olivier Loiseleur, Philip Maltas, and Christian Moessner. "Progress toward a total synthesis of spirastrellolide A." Pure and Applied Chemistry 79, no. 4 (January 1, 2007): 667–76. http://dx.doi.org/10.1351/pac200779040667.

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Progress toward a total synthesis of spirastrellolide A, a 38-membered marine macrolide, is reported. Syntheses of two diastereomers of the C1-C25 region, and an evolving Sharpless dihydroxylation strategy toward a C26-C40 fragment, are described. The syntheses exploit boron-mediated aldol chemistry to install key stereocenters, and feature late-stage thermodynamically controlled spiroacetalizations.

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14

Cai, Xiao-hua, Bing Xie, and Hui Guo. "Progress in the Total Synthesis of Rocaglamide." ISRN Organic Chemistry 2011 (April 4, 2011): 1–7. http://dx.doi.org/10.5402/2011/239817.

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The first cyclopenta[b]benzofuran derivative, rocaglamide, from Aglaia elliptifolia, was found to exhibit considerable insecticidal activities and excellent potential as a therapeutic agent candidate in cancer chemotherapy; the genus Aglaia has been subjected to further investigation. Both the structural complexity of rocaglamide and its significant activity make it an attractive synthetic target. Stereoselective synthesis of the dense substitution pattern of these targets is a formidable synthetic challenge: the molecules bear five contiguous stereocenters and cis aryl groups on adjacent carbons. In past years of effort, only a handful of completed total syntheses have been reported, evidence of the difficulties associated with the synthesis of rocaglate natural products. The advance on total synthesis of rocaglamide was mainly reviewed from intramolecular cyclization and biomimetic cycloaddition approach.

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15

Vitali Forconesi, Gabriella, Andrea Basso, Luca Banfi, Davide Gugliotta, Chiara Lambruschini, Marta Nola, Renata Riva, Valeria Rocca, and Lisa Moni. "Total Synthesis of 4-epi-Bengamide E." Molecules 29, no. 8 (April 10, 2024): 1715. http://dx.doi.org/10.3390/molecules29081715.

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Bengamide E is a bioactive natural product that was isolated from Jaspidae sponges by Crews and co-workers in 1989. It displays a wide range of biological activities, including antitumor, antibiotic, and anthelmintic properties. With the aim of investigating the structural feature essential for their activity, several total syntheses of Bengamide E and its analogues have been reported in the literature. Nevertheless, no synthesis of the stereoisomer with modification of its configuration at C-4 carbon has been reported so far. Here, we report the first total synthesis of the 4-epi-Bengamide E. Key reactions in the synthesis include a chemoenzimatic desymmetrization of biobased starting materials and a diastereoselective Passerini reaction using a chiral, enantiomerically pure aldehyde, and a lysine-derived novel isocyanide.

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16

Reddy, Julakanti Satyanarayana, Marri Gangababu, Patel Manimala, Aluru Rammohan, and Jillu Singh Yadav. "Studies towards the Total Synthesis of Kadcotrione B." Synthesis 52, no. 05 (November 21, 2019): 735–43. http://dx.doi.org/10.1055/s-0039-1691494.

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A convergent and efficient approach towards the total synthesis of Kadcotrione B is described. For this purpose, the syntheses of two fragments, 6/6/5-fused tricyclic ring and C-9 side chain, were accomplished. The salient features of these syntheses are the utilization of aldol condensation, Evans aldol reaction, Horner–Wadsworth–Emmons olefination, Michael addition, Robinson annulation, and Wacker oxidation.

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17

Trost, Barry M., Youliang Wang, Andreas K. Buckl, Zhongxing Huang, Minh H. Nguyen, and Olesya Kuzmina. "Total synthesis of bryostatin 3." Science 368, no. 6494 (May 28, 2020): 1007–11. http://dx.doi.org/10.1126/science.abb7271.

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Bryostatins are a family of 21 complex marine natural products with a wide range of potent biological activities. Among all the 21 bryostatins, bryostatin 3 is structurally the most complex. Whereas nine total syntheses of bryostatins have been achieved to date, bryostatin 3 has only been targeted once and required the highest number of steps to synthesize (43 steps in the longest linear sequence and 88 total steps). Here, we report a concise total synthesis of bryostatin 3 using 22 steps in the longest linear sequence and 31 total steps through a highly convergent synthetic plan by the use of highly atom-economical and chemoselective transformations in which alkynes played a major role in reducing step count.

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18

Nicolaou, K. C., and Jason S. Chen. "Total synthesis of complex heterocyclic natural products." Pure and Applied Chemistry 80, no. 4 (January 1, 2008): 727–42. http://dx.doi.org/10.1351/pac200880040727.

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Total synthesis campaigns toward complex heterocyclic natural products are a prime source of inspiration for the design and execution of complex cascade sequences, powerful reactions, and efficient synthetic strategies. We highlight selected examples of such innovations in the course of our total syntheses of diazonamide A, azaspiracid-1, thiostrepton, 2,2'-epi-cytoskyrin A and rugulosin, abyssomycin C, platensimycin, and uncialamycin.

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19

Mane, Baliram B., D. D. Kumbhar, and Suresh B. Waghmode. "Enantioselective Total Synthesis of Ligraminol D and Ligraminol E." Synlett 30, no. 20 (October 30, 2019): 2285–89. http://dx.doi.org/10.1055/s-0039-1690249.

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As a part of our ongoing research on the synthesis of bioactive constituents or molecules by using an organocatalytic approach, enantioselective total syntheses of ligraminol D and ligraminol E were achieved starting from a commercially available nonchiral aldehyde. Key steps in this synthesis were an asymmetric α-aminoxylation of an aldehyde and a Mitsunobu reaction.

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20

Zeelen, F. J. "Steroid total synthesis." Natural Product Reports 11, no. 6 (1994): 607. http://dx.doi.org/10.1039/np9941100607.

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21

WILSON, ELIZABETH. "TOTAL SYNTHESIS SURPRISE." Chemical & Engineering News 79, no. 51 (December 17, 2001): 11. http://dx.doi.org/10.1021/cen-v079n051.p011.

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22

Groen, M. B., and F. J. Zeelen. "Steroid total synthesis." Recueil des Travaux Chimiques des Pays-Bas 105, no. 11 (1986): 465–87. http://dx.doi.org/10.1002/recl.19861051102.

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23

Mori, Tomonori, Shuhei Higashibayashi, Taiji Goto, Mitsunori Kohno, Yukiko Satouchi, Kazuyuki Shinko, Kengo Suzuki, et al. "Total Synthesis of Siomycin A: Completion of the Total Synthesis." Chemistry – An Asian Journal 3, no. 6 (June 2, 2008): 1013–25. http://dx.doi.org/10.1002/asia.200800033.

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24

Barker, David, Lisa Pilkington, Soo Song, and Bruno Fedrizzi. "Efficient Total Synthesis of (±)-Isoguaiacin and (±)-Isogalbulin." Synlett 28, no. 12 (April 19, 2017): 1449–52. http://dx.doi.org/10.1055/s-0036-1588788.

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1-Arylnaphthalene lignans such as (–)-isoguaiacin and (–)-isogalbulin have been reported to exhibit notable biological properties. While (–)-isoguaiacin has not been previously synthesized, syntheses of (–)-isogalbulin are generally long and produce a mixture of stereoisomers. We herein present the efficient total synthesis of (±)-isoguaiacin and (±)-isogalbulin in seven and eight steps with an overall yield of 46% and 36%, respectively. The reported approach harnesses a hydrogenolysis reaction in acidic conditions, to convert a furan into an arylnaphthalen structure.

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25

Liu, Jun, Zhi-Bing Dong, Caizhu Chang, Jialin Geng, Yinxin Liu, and Yuguo Du. "Stereoselective Total Synthesis of Arundinolides A and B." Synthesis 52, no. 10 (February 5, 2020): 1576–84. http://dx.doi.org/10.1055/s-0039-1691699.

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The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3-O-isopropylidene-β-d-ribofuranoside and d-ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH4-CuCl catalyzed regioselective reduction and cross-metathesis reaction.

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26

Liu, Bo, and Juan Chen. "Total Synthesis of Natural Terpenoids: Inspired but Not Limited by Biohypothesis." Synlett 29, no. 07 (March 21, 2018): 863–73. http://dx.doi.org/10.1055/s-0036-1591935.

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This account describes our studies on the total synthesis of several natural terpenoids based on our modified biosynthetic hypothesis. Compared to the originally proposed biosynthetic hypothesis, the modified ones proved to be more practicable for the formation of hispidanin A, a dimeric diterpenoid, and sarcandrolide J and shizukaol D, two dimeric sesquiterpenoids, from a viewpoint of chemical reactivity. Moreover, a cascade reaction involving intermolecular and intramolecular cycloaddition was facilitated to expeditiously accumulate molecular complexity in the total synthesis of bolivianine, a sesterterpenoid, on the basis of a modified biohypothesis.1 Introduction2 Total Synthesis of Hispidanin A3 Total Syntheses of Bolivianine and Isobolivianine4 Total Syntheses of Sarcandrolide J and Shizukaol D5 Conclusion

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27

Miyakoshi, Takeru, and Hiroyuki Konno. "Improved synthesis of 2,4,6-trialkylpyridines from 1,5-diketoalkanes: the total synthesis of Anibamine." Organic & Biomolecular Chemistry 17, no. 11 (2019): 2896–905. http://dx.doi.org/10.1039/c8ob02723d.

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28

Nakamura, Tenma, Dinda B. Pitna, Kogaku Kimura, Yukiko Yoshimoto, Tomoya Uchiyama, Takaya Mori, Ryosuke Kondo, et al. "Total synthesis of cynaropicrin." Organic & Biomolecular Chemistry 19, no. 27 (2021): 6038–44. http://dx.doi.org/10.1039/d1ob00657f.

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The first total synthesis of the sesquiterpene lactone cynaropicrin, isolated from artichoke, was achieved starting from (S)-α-pinene. The synthesis involved a stereoselective Favorskii rearrangement and a diastereoselective Barbier reaction.

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29

Gahalawat, Suraksha, and Satyendra Kumar Pandey. "Total synthesis of haliclamide." Organic & Biomolecular Chemistry 14, no. 39 (2016): 9287–93. http://dx.doi.org/10.1039/c6ob01775d.

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A stereoselective synthesis of haliclamide has been developed. The synthesis includes MacMillan cross aldol, Mitsunobu inversion, Yamaguchi–Hirao alkylation, Steglich esterification and macrolactamization reactions and the Corey–Fuchs protocol as the key steps.

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30

Takao, Ken-ichi, Akihiro Ogura, Keisuke Yoshida, and Siro Simizu. "Total Synthesis of Natural Products Using Intramolecular Nozaki–Hiyama–Takai–Kishi Reactions." Synlett 31, no. 05 (February 3, 2020): 421–33. http://dx.doi.org/10.1055/s-0039-1691580.

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In this Account, we describe our studies on the total synthesis of several natural products using intramolecular Nozaki–Hiyama–Takai–Kishi (NHTK) reactions. In each synthesis, an NHTK reaction is used to efficiently construct a medium-sized ring. These examples demonstrate the utility of the intramolecular NHTK reaction in natural product synthesis.1 Introduction2 Total Synthesis of (+)-Pestalotiopsin A3 Total Synthesis of (+)-Cytosporolide A4 Total Synthesis of (+)-Vibsanin A5 Total Syntheses of (+)-Aquatolide and Related Humulanolides6 Conclusion

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31

Wang, Bo, T. Matthew Hansen, Lynn Weyer, Dimao Wu, Ting Wang, Mathias Christmann, Yingtao Lu, et al. "Total Synthesis of Phorboxazole A viade NovoOxazole Formation: Convergent Total Synthesis." Journal of the American Chemical Society 133, no. 5 (February 9, 2011): 1506–16. http://dx.doi.org/10.1021/ja1089099.

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32

Ohno, Hiroaki, and Shinsuke Inuki. "Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies." Organic & Biomolecular Chemistry 19, no. 16 (2021): 3551–68. http://dx.doi.org/10.1039/d0ob02577a.

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Significance of nonbiomimetic natural product synthesis and nonbiomimetic total syntheses of indole alkaloids based on the construction of core structures using alkyne reactions are summarized in this review.

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33

Yokoshima, Satoshi, Shinya Watanabe, Masatsugu Ishikawa, Toshimune Nomura, and Tohru Fukuyama. "Total Synthesis of Lycoposerramine-R." Synlett 29, no. 18 (October 16, 2018): 2377–80. http://dx.doi.org/10.1055/s-0037-1611024.

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A total synthesis of lycoposerramine-R was accomplished. The synthesis featured a Claisen–Ireland rearrangement to install a two-carbon unit, and a hetero-Diels–Alder reaction to form a cyclic enol ether that reacted with an ethynyl group to construct a cis-hydrindane core containing a quaternary carbon. A 2-pyridone synthesis using 2-(phenylsulfinyl)acetamide was used to complete the synthesis.

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34

D’Angelo, Kyan A., Carly K. Schissel, Bradley L. Pentelute, and Mohammad Movassaghi. "Total synthesis of himastatin." Science 375, no. 6583 (February 25, 2022): 894–99. http://dx.doi.org/10.1126/science.abm6509.

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The natural product himastatin has an unusual homodimeric structure that presents a substantial synthetic challenge. We report the concise total synthesis of himastatin from readily accessible precursors, incorporating a final-stage dimerization strategy that was inspired by a detailed consideration of the compound’s biogenesis. Combining this approach with a modular synthesis enabled expedient access to more than a dozen designed derivatives of himastatin, including synthetic probes that provide insight into its antibiotic activity.

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35

Gennaiou, Kyriaki, Antonios Kelesidis, Maria Kourgiantaki, and Alexandros L. Zografos. "Combining the best of both worlds: radical-based divergent total synthesis." Beilstein Journal of Organic Chemistry 19 (January 2, 2023): 1–26. http://dx.doi.org/10.3762/bjoc.19.1.

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A mature science, combining the art of the total synthesis of complex natural structures and the practicality of delivering highly diverged lead compounds for biological screening, is the constant aim of the organic chemistry community. Delivering natural lead compounds became easier during the last two decades, with the evolution of green chemistry and the concepts of atom economy and protecting-group-free synthesis dominating the field of total synthesis. In this new era, total synthesis is moving towards natural efficacy by utilizing both the biosynthetic knowledge of divergent synthesis and the latest developments in radical chemistry. This contemporary review highlights recent total syntheses that incorporate the best of both worlds.

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36

Lee, Wonchul, Sungkyoung Kang, Byunghyuck Jung, Hee-Seung Lee, and Sung Ho Kang. "Total synthesis of laidlomycin." Chemical Communications 52, no. 17 (2016): 3536–39. http://dx.doi.org/10.1039/c5cc10673g.

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37

Fernandes, Rodney A., and Vijay P. Chavan. "A Concise Total Synthesis of (±)-Asteriscunolide C." Synlett 24, no. 20 (March 15, 2013): e8-e8. http://dx.doi.org/10.1055/s-0032-1318498.

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This Letter has been retracted by the authors upon request of the Editorial Board for reasons of significant content overlap with a parallel submission to another journal.1 The Editorial Board recognizes that, had the submission to Chem. Commun. (submitted five weeks prior to this Synlett manuscript), been referenced and its contents disclosed, the striking similarities between the chiral (Chem. Commun.) and racemic (Synlett) syntheses would have been noted and the Synlett Letter would not have been accepted for publication. (1) A 12-membered to a strained 11-membered ring: first stereoselective total synthesis of (−)-asteriscunolide C, Fernandes, R. A.; Chavan, V. P. Chem. Commun. 2013, 49, 3354.

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38

Banerjee, Ajoy K., Joel A. Castillo-Meléndez, Wiliam Vera, José A. Azócar, and Manual S. Laya. "Total synthesis of Orchinol." Journal of Chemical Research 2000, no. 7 (July 2000): 324–25. http://dx.doi.org/10.3184/030823400103167705.

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39

Nakata, Tadashi, Shigeto Nagao, and Takeshi Oishi. "Total synthesis of (+)-pederin. 2. Stereocontrolled synthesis of (+)-benzoylselenopederic acid and total synthesis of (+)-pederin." Tetrahedron Letters 26, no. 52 (January 1985): 6465–68. http://dx.doi.org/10.1016/s0040-4039(00)99028-2.

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40

Wang, Xiaoming, Chao Du, Benke Hong, and Xiaoguang Lei. "Total synthesis of (±)-antroquinonol." Organic & Biomolecular Chemistry 17, no. 7 (2019): 1754–57. http://dx.doi.org/10.1039/c8ob02494d.

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41

He, Ping, and Zhang Wang. "Total synthesis of (±)-swermirin." Organic Chemistry Frontiers 5, no. 17 (2018): 2552–54. http://dx.doi.org/10.1039/c8qo00655e.

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Warmuth, Lucas, Aaron Weiß, Marco Reinhardt, Anna Meschkov, Ute Schepers, and Joachim Podlech. "Total synthesis of decarboxyaltenusin." Beilstein Journal of Organic Chemistry 17 (January 22, 2021): 224–28. http://dx.doi.org/10.3762/bjoc.17.22.

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Abstract:

The total synthesis of decarboxyaltenusin (5’-methoxy-6-methyl-[1,1’-biphenyl]-3,3’,4-triol), a toxin produced by various mold fungi, has been achieved in seven steps in a yield of 31% starting from 4-methylcatechol and 1-bromo-3,5-dimethoxybenzene, where the longest linear sequence consists of five steps. The key reaction was a palladium-catalyzed Suzuki coupling of an aromatic boronate with a brominated resorcin derivative.

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Nagasawa, Kazuo. "Total Synthesis of Saxitoxins." Journal of Synthetic Organic Chemistry, Japan 79, no. 1 (January 1, 2021): 43–53. http://dx.doi.org/10.5059/yukigoseikyokaishi.79.43.

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Hess, Stephan N., Xiaobin Mo, Conny Wirtz, and Alois Fürstner. "Total Synthesis of Limaol." Journal of the American Chemical Society 143, no. 6 (February 3, 2021): 2464–69. http://dx.doi.org/10.1021/jacs.0c12948.

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Singh, Vipin Kumar, and Tushar Kanti Chakraborty. "Total Synthesis of Panaginsene." Chemistry – An Asian Journal 16, no. 7 (March 8, 2021): 753–56. http://dx.doi.org/10.1002/asia.202100144.

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Namba, Kosuke, Kohei Takeuchi, Yukari Kaihara, and Keiji Tanino. "Total Synthesis of Palau’amine." Journal of Synthetic Organic Chemistry, Japan 75, no. 11 (2017): 1094–101. http://dx.doi.org/10.5059/yukigoseikyokaishi.75.1094.

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47

Nagasawa, Kazuo. "Total Synthesis of Saxitoxins." Journal of Synthetic Organic Chemistry, Japan 79, no. 1 (January 1, 2021): 43–53. http://dx.doi.org/10.5059/yukigoseikyokaishi.79.43.

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Wang, Feng‐Yuan, and Lei Jiao. "Total Synthesis of (−)‐Arborisidine." Angewandte Chemie 133, no. 23 (April 28, 2021): 12842–46. http://dx.doi.org/10.1002/ange.202101161.

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Wang, Feng‐Yuan, and Lei Jiao. "Total Synthesis of (−)‐Arborisidine." Angewandte Chemie International Edition 60, no. 23 (April 28, 2021): 12732–36. http://dx.doi.org/10.1002/anie.202101161.

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Nakagawa, Masako, Manabu Ito, Yuko Hasegawa, Satoko Akashi, Mikio Taniguchi, and Tohru Hino. "Total Synthesis of Triptoquivalines." HETEROCYCLES 23, no. 1 (1985): 224. http://dx.doi.org/10.3987/r-1985-01-0224.

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