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Artículos de revistas sobre el tema "Sulfa-Michael"

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Autor: Grafiati
Publicado: 11 de marzo de 2023
Última modificación: 1 de abril de 2023

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1

Tözendemir, Deniz y Cihangir Tanyeli. "The synthesis of chiral β-naphthyl-β-sulfanyl ketones via enantioselective sulfa-Michael reaction in the presence of a bifunctional cinchona/sulfonamide organocatalyst". Beilstein Journal of Organic Chemistry 17 (18 de febrero de 2021): 494–503. http://dx.doi.org/10.3762/bjoc.17.43.

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Cinchona alkaloid-derived organocatalysts are widely employed in various asymmetric transformations, yielding products with high enantiopurity. In this respect, a bifunctional quinine-derived sulfonamide organocatalyst was developed to catalyze the asymmetric sulfa-Michael reaction of naphthalene-1-thiol with trans-chalcone derivatives. The target sulfa-Michael adducts were obtained with up to 96% ee under mild conditions and with a low (1 mol %) catalyst loading. Selected enantiomerically enriched sulfa-Michael addition products were subjected to oxidation to obtain the corresponding sulfones.
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2

Enders, Dieter, Karsten Lüttgen y Arun Narine. "Asymmetric Sulfa-Michael Additions". Synthesis 2007, n.º 7 (abril de 2007): 959–80. http://dx.doi.org/10.1055/s-2007-965968.

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3

Cong, Zi-Song, Yang-Guo Li, Guang-Fen Du, Cheng-Zhi Gu, Bin Dai y Lin He. "N-Heterocyclic carbene-catalyzed sulfa-Michael addition of enals". Chemical Communications 53, n.º 98 (2017): 13129–32. http://dx.doi.org/10.1039/c7cc07269d.

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4

Chen, Jiean, Sixuan Meng, Leming Wang, Hongmei Tang y Yong Huang. "Highly enantioselective sulfa-Michael addition reactions using N-heterocyclic carbene as a non-covalent organocatalyst". Chemical Science 6, n.º 7 (2015): 4184–89. http://dx.doi.org/10.1039/c5sc00878f.

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5

Deau, Emmanuel, Alexandra Le Foll, Clémence Fouache, Emilie Corrot, Laetitia Bailly, Vincent Levacher, Pierric Marchand, Florian Querniard, Laurent Bischoff y Jean-François Brière. "Organocatalytic enantioselective synthesis of β-amino sulfonic acid derivatives". Chemical Communications 57, n.º 67 (2021): 8348–51. http://dx.doi.org/10.1039/d1cc03477d.

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6

Gui, Yong-Yuan, Jian Yang, Liang-Wen Qi, Xiao Wang, Fang Tian, Xiao-Nian Li, Lin Peng y Li-Xin Wang. "A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters". Organic & Biomolecular Chemistry 13, n.º 22 (2015): 6371–79. http://dx.doi.org/10.1039/c5ob00774g.

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7

Qin, Tianyou, Lu Cheng, Sean Xiao-An Zhang y Weiwei Liao. "Stereoselective synthesis of organosulfur compounds incorporating N-aromatic heterocyclic motifs and quaternary carbon centers via a sulfa-Michael triggered tandem reaction". Chemical Communications 51, n.º 47 (2015): 9714–17. http://dx.doi.org/10.1039/c5cc01875g.

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8

Formica, Michele, Geoffroy Sorin, Alistair J. M. Farley, Jesús Díaz, Robert S. Paton y Darren J. Dixon. "Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles". Chemical Science 9, n.º 34 (2018): 6969–74. http://dx.doi.org/10.1039/c8sc01804a.

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9

Chen, F. E., L. Dai y S. X. Wang. "Cinchona Alkaloid Squaramide Catalyzed Sulfa-Michael Addition". Synfacts 2010, n.º 11 (21 de octubre de 2010): 1301. http://dx.doi.org/10.1055/s-0030-1258780.

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10

Li, Yuan-Zhen, Ying Wang, Guang-Fen Du, Hai-Yan Zhang, Hong-Li Yang y Lin He. "N-Heterocyclic-Carbene-Catalyzed Sulfa-Michael additions". Asian Journal of Organic Chemistry 4, n.º 4 (29 de enero de 2015): 327–32. http://dx.doi.org/10.1002/ajoc.201402241.

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11

Qiu, Lin, Zhongqing Wen, Yuling Li, Kai Tian, Youchao Deng, Ben Shen, Yanwen Duan y Yong Huang. "Stereoselective functionalization of platensimycin and platencin by sulfa-Michael/aldol reactions". Organic & Biomolecular Chemistry 17, n.º 17 (2019): 4261–72. http://dx.doi.org/10.1039/c9ob00324j.

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12

Yang, Lei, Jian-Qiang Zhao, Yong You, Zhen-Hua Wang y Wei-Cheng Yuan. "Organocatalytic enantioselective tandem sulfa-Michael/aldol reaction to access dihydrothiopyran-fused benzosulfolane skeletons bearing three contiguous stereocenters". Chemical Communications 56, n.º 82 (2020): 12363–66. http://dx.doi.org/10.1039/d0cc04840b.

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13

Meninno, Sara, Ilaria Quaratesi, Chiara Volpe, Andrea Mazzanti y Alessandra Lattanzi. "Catalytic enantioselective one-pot approach tocis- andtrans-2,3-diaryl substituted 1,5-benzothiazepines". Organic & Biomolecular Chemistry 16, n.º 38 (2018): 6923–34. http://dx.doi.org/10.1039/c8ob01988f.

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A first enantioselective one-pot organocatalytic sulfa-Michael/lactamization sequence providedcis- andtrans-2,3-diaryl substituted 1,5-benzothiazepines in satisfactory yields and good to high enantioselectivity.
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14

Yang, Jinchao, Alistair J. M. Farley y Darren J. Dixon. "Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters". Chemical Science 8, n.º 1 (2017): 606–10. http://dx.doi.org/10.1039/c6sc02878k.

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15

Wang, Weiying, Jiajun Wang, Shiye Li, Chaoping Li, Rong Tan y Donghong Yin. "Iron(ii)-folded single-chain nanoparticles: a metalloenzyme mimicking sustainable catalyst for highly enantioselective sulfa-Michael addition in water". Green Chemistry 22, n.º 14 (2020): 4645–55. http://dx.doi.org/10.1039/d0gc00949k.

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16

Yang, Hui, Choon-Hong Tan y Ming Wah Wong. "In silico characterization and prediction of thiourea-like neutral bidentate halogen bond catalysts". Organic & Biomolecular Chemistry 19, n.º 32 (2021): 7051–60. http://dx.doi.org/10.1039/d1ob01092a.

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Through DFT calculations, thiourea-like halogen bond (XB)-based catalysts, with XB donor moieties connected via covalent bonds, have been designed and applied to Diels–Alder reaction and sulfa-Michael addition.
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17

Nagaraju, Sakkani, Neeli Satyanarayana, Banoth Paplal, Anuji K. Vasu, Sriram Kanvah, Balasubramanian Sridhar, Prabhakar Sripadi y Dhurke Kashinath. "Correction: One-pot synthesis of functionalized isoxazole–thiolane hybrids via Knoevenagel condensation and domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactions". RSC Advances 5, n.º 124 (2015): 102399. http://dx.doi.org/10.1039/c5ra90105g.

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Correction for 'One-pot synthesis of functionalized isoxazole–thiolane hybrids via Knoevenagel condensation and domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactions' by Sakkani Nagaraju et al., RSC Adv., 2015, 5, 94474–94478.
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18

Nagaraju, Sakkani, Neeli Satyanarayana, Banoth Paplal, Anuji K. Vasu, Sriram Kanvah, Balasubramanian Sridhar, Prabhakar Sripadi y Dhurke Kashinath. "One-pot synthesis of functionalized isoxazole–thiolane hybrids via Knoevenagel condensation and domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactions". RSC Advances 5, n.º 114 (2015): 94474–78. http://dx.doi.org/10.1039/c5ra16721c.

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One-pot synthesis of isoxazole–thiolane hybrids are reported via the Knoevenagel condensation, domino sulfa-1,6-Michael/intramolecular vinylogous Henry reactions using piperidine (30 mol%) with >95% yields in 2–2.5 h overall reaction time.
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19

Fulton, Jennifer L., Matthew A. Horwitz, Ericka L. Bruske y Jeffrey S. Johnson. "Asymmetric Organocatalytic Sulfa-Michael Addition to Enone Diesters". Journal of Organic Chemistry 83, n.º 6 (7 de marzo de 2018): 3385–91. http://dx.doi.org/10.1021/acs.joc.8b00007.

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20

Meninno, Sara, Simone Naddeo, Luca Varricchio, Amedeo Capobianco y Alessandra Lattanzi. "Stereoselective organocatalytic sulfa-Michael reactions of aryl substituted α,β-unsaturated N-acyl pyrazoles". Organic Chemistry Frontiers 5, n.º 12 (2018): 1967–77. http://dx.doi.org/10.1039/c8qo00357b.

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A variety of functionalised sulfides has been obtained in good to high stereoselectivity via sulfa-Michael reaction of α,β-unsaturated N-acyl pyrazoles with thiols or thioacetic acid using readily available organocatalysts and working under mild conditions.
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21

Zhu, Xiao-Yu, Mei-Heng Lv, Ya-Nan Zhao, Li-Yan Lan, Wen-Ze Li y Lin-Jiu Xiao. "Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter". RSC Advances 8, n.º 59 (2018): 34000–34003. http://dx.doi.org/10.1039/c8ra04325f.

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A sulfa-Michael/aldol cascade reaction of 1,4-dithiane-2,5-diol and α-aryl-β-nitroacrylate has been developed, which allows access to 2,5-dihydrothiophenes bearing a quaternary carbon center in moderate to good yields with high enantioselectivities.
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22

Luna, Isadora Silva, Rayssa Marques Duarte da Cruz, Ryldene Marques Duarte da Cruz, Rodrigo Santos Aquino de Araújo y Francisco Jaime Bezerra Mendonça-Junior. "1,4-Dithiane-2,5-diol: A Versatile Synthon for the Synthesis of Sulfur-containing Heterocycles". Current Organic Synthesis 15, n.º 8 (17 de diciembre de 2018): 1026–42. http://dx.doi.org/10.2174/1570179415666180821154551.

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Background: 1,4-Dithiane-2,5-diol (1,4-DTD) is the stable dimer of α-mercapto acetaldehyde. This commercially available ambidentade compound is characterized as having in its chemical structure one group that acts as an electrophile and another that acts as a nucleophile, this permits its use as versatile and efficient synthon in synthetic heterocycle procedures. Objective: The aim of this review is to present synthetic applications of 1,4-DTD in heterocyclic chemistry and their applicability to the synthesis of bioactive compounds. Conclusion: Gewald reactions to obtain C-4 and C-5 unsubstituted 2-amino-thiophene derivatives; sulfa- Michael/Henry and sulfa-Michael/aldol sequences to obtain polysubstituted tetrahydrothiophenes, and other heterocyclic reactions that allow synthesizing several functionalized sulfur-containing heterocycles such as thiazolidines, oxathiazinoles and thiazoles are presented and discussed. The use of such heterocyclics in subsequent reactions allows obtaining various bioactive compounds including the antiretroviral lamivudine which is one of the examples presented in this review.
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23

Chen, J. R., W. J. Xiao, X. F. Wang, Q. L. Hua, Y. Cheng, X. L. An y Q. Q. Yang. "Sulfa-Michael Reaction Cascade for the Synthesis of Chromans". Synfacts 2010, n.º 12 (22 de noviembre de 2010): 1421. http://dx.doi.org/10.1055/s-0030-1258933.

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24

Li, Yuan-Zhen, Ying Wang, Guang-Fen Du, Hai-Yan Zhang, Hong-Li Yang y Lin He. "ChemInform Abstract: N-Heterocyclic-Carbene-Catalyzed Sulfa-Michael Additions." ChemInform 46, n.º 49 (19 de noviembre de 2015): no. http://dx.doi.org/10.1002/chin.201549069.

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25

Yang, Yi y Daming Du. "Enantioselective Construction of Functionalized Thiochromans via Squaramide-Catalyzed Asymmetric Cascade Sulfa-Michael/Michael Addition". Chinese Journal of Chemistry 32, n.º 9 (25 de agosto de 2014): 853–58. http://dx.doi.org/10.1002/cjoc.201400391.

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26

Zhang, Shaowei, Demin Ren, Xiaolian Hu, Xingliang Fu y Xiaofang Li. "Synthesis of Spiro Indazole-Tetrahydrothiophenes via Sulfa-Michael/Aldol Cascade Reactions". Journal of Chemical Research 41, n.º 11 (noviembre de 2017): 641–44. http://dx.doi.org/10.3184/174751917x15094552081170.

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The sulfa-Michael/aldol cascade reaction of 5-arylmethylidene-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-ones and 1,4-dithiane-2,5-diol yielded novel 2′-(4-aryl)-4′-hydroxy-1-phenyl-4′,5′,6,7-tetrahydro-2′H-spiro[indazole-5,3′-thiophen]-4(1H)-ones in moderate yields. The structures of all the products were characterised thoroughly by NMR, IR and HRMS, together with X-ray crystallographic analysis.
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27

Momo, Patricia B., Eduardo F. Mizobuchi, Radell Echemendía, Isabel Baddeley, Matthew N. Grayson y Antonio C. B. Burtoloso. "Organocatalytic Enantioselective Sulfa-Michael Additions to α,β-Unsaturated Diazoketones". Journal of Organic Chemistry 87, n.º 5 (18 de febrero de 2022): 3482–90. http://dx.doi.org/10.1021/acs.joc.1c03045.

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28

Fulton, Jennifer L., Matthew A. Horwitz, Ericka L. Bruske y Jeffrey S. Johnson. "Correction to Asymmetric Organocatalytic Sulfa-Michael Addition to Enone Diesters". Journal of Organic Chemistry 86, n.º 1 (9 de diciembre de 2020): 1308. http://dx.doi.org/10.1021/acs.joc.0c02754.

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29

Dong, Xiu-Qin, Xin Fang y Chun-Jiang Wang. "Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to 4,4,4-Trifluorocrotonates". Organic Letters 13, n.º 16 (19 de agosto de 2011): 4426–29. http://dx.doi.org/10.1021/ol201766k.

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30

Enders, Dieter y Krzysztof Hoffman. "Organocatalytic Asymmetric Sulfa-Michael Additions to α,β-Unsaturated Sulfonates". European Journal of Organic Chemistry 2009, n.º 11 (abril de 2009): 1665–68. http://dx.doi.org/10.1002/ejoc.200801202.

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31

Ricci, Paolo, Armando Carlone, Giuseppe Bartoli, Marcella Bosco, Letizia Sambri y Paolo Melchiorre. "Organocatalytic Asymmetric Sulfa-Michael Addition to α,β-Unsaturated Ketones". Advanced Synthesis & Catalysis 350, n.º 1 (4 de enero de 2008): 49–53. http://dx.doi.org/10.1002/adsc.200700382.

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32

Meninno, Sara, Chiara Volpe, Giorgio Della Sala, Amedeo Capobianco y Alessandra Lattanzi. "Stereoselective amine-thiourea-catalysed sulfa-Michael/nitroaldol cascade approach to 3,4,5-substituted tetrahydrothiophenes bearing a quaternary stereocenter". Beilstein Journal of Organic Chemistry 12 (5 de abril de 2016): 643–47. http://dx.doi.org/10.3762/bjoc.12.63.

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An investigation on the stereoselective cascade sulfa-Michael/aldol reaction of nitroalkenes and commercially available 1,4-dithiane-2,5-diol to 3,4,5-substituted tetrahydrothiophenes, bearing a quaternary stereocenter, is presented. A secondary amine thiourea derived from (R,R)-1,2-diphenylethylamine was found to be the most effective catalyst when using trans-β-methyl-β-nitrostyrenes affording the heterocyclic products in good yields and moderate stereoselectivities.
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33

Yan, Jinlong, Xinliang Fu y Wei Li. "Synthesis of Spiro Thiazolo[3,2-a]Pyrimidine-Tetrahydrothiophenes via Sulfa-Michael/Aldol Cascade Reactions". Journal of Chemical Research 41, n.º 12 (diciembre de 2017): 722–24. http://dx.doi.org/10.3184/174751917x15125690124282.

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The sulfa-Michael/aldol cascade reaction of 2-arylmethylidene-6,7-dihydro-2 H-thiazolo[3,2- a]pyrimidin-3(5 H)-ones and 1,4-dithiane-2,5-diol afforded novel 2′-aryl-4′-hydroxy-4′,5′,6,7-tetrahydro-2′ H-spiro[thiazolo[3,2- a]pyrimidine-2,3′-thiophen]-3(5 H)-ones in good yields. The structures of all products were characterised thoroughly by NMR, IR, HRMS, together with X-ray crystallographic analysis.
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34

Duan, Jindian, Jing Cheng, Bing Li, Fei Qi y Pengfei Li. "Enantioselective Synthesis of Spiro[1,3-­indanedione-tetrahydrothiophene]s by ­Organocatalytic Sulfa-Michael/Michael Domino Reaction". European Journal of Organic Chemistry 2015, n.º 28 (1 de septiembre de 2015): 6130–34. http://dx.doi.org/10.1002/ejoc.201500837.

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35

Lei, Jiaying, Xinliang Fu, Yulin Huang y Xiaofang Li. "Synthesis of spiro[benzo[4,5]imidazo[2,1-b][1,3]thiazole-2,3-thiolane]s via sulfa-Michael/aldol cascade reactions". Journal of Chemical Research 43, n.º 1-2 (enero de 2019): 63–66. http://dx.doi.org/10.1177/1747519819831898.

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The sulfa-Michael/aldol cascade reaction of ( Z)-2-arylmethylidene-benzo[4,5]imidazo[2,1- b]thiazol-3(2H)-ones and 1,4-dithiane-2,5-diol afforded novel 2-aryl-4-hydroxy-spiro[benzo[4,5]imidazo[2,1- b][1,3]thiazole-2,3-thiolan]-3-ones in moderate yields. The structures of all the products were characterized thoroughly by nuclear magnetic resonance, infrared and high-resolution mass spectrometry together with X-ray crystallographic analysis.
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36

Long, Xianwen, Min Zhang, Xiaodong Yang y Jun Deng. "Total Synthesis of (±)-Spiroaxillarone A via a Reversible Sulfa-Michael Addition". Organic Letters 24, n.º 6 (31 de enero de 2022): 1303–7. http://dx.doi.org/10.1021/acs.orglett.1c04282.

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37

Li, Zheng, Geyang Song, Jiaojiao He, Yan Du y Jingya Yang. "Catalyst-free sulfa-Michael addition of pyrimidine-2-thiol to nitroolefins". Journal of Sulfur Chemistry 38, n.º 6 (28 de agosto de 2017): 686–98. http://dx.doi.org/10.1080/17415993.2017.1369541.

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38

Liang, Jian-Jun, Jin-Yun Pan, Dong-Cheng Xu y Jian-Wu Xie. "Construction of polyheterocyclic spirotetrahydrothiophene derivatives via sulfa-Michael/aldol cascade reaction". Tetrahedron Letters 55, n.º 46 (noviembre de 2014): 6335–38. http://dx.doi.org/10.1016/j.tetlet.2014.09.101.

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39

Klepp, Julian, Harald Podversnik, Johannes Puschnig, Andrew Wallace y Ben W. Greatrex. "Diastereoselective sulfa-Michael reactions controlled by a biomass-derived chiral auxiliary". Tetrahedron 75, n.º 29 (julio de 2019): 3894–903. http://dx.doi.org/10.1016/j.tet.2019.05.051.

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40

Rana, Nirmal K., Sermadurai Selvakumar y Vinod K. Singh. "Highly Enantioselective Organocatalytic Sulfa-Michael Addition to α,β-Unsaturated Ketones". Journal of Organic Chemistry 75, n.º 6 (19 de marzo de 2010): 2089–91. http://dx.doi.org/10.1021/jo902634a.

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41

Feng, Ze-Nan, Jin-Yun Luo, Yang Zhang, Guang-Fen Du y Lin He. "N-Heterocyclic carbene-catalyzed diastereoselective synthesis of sulfenylated indanes via sulfa-Michael–Michael (aldol) cascade reactions". Organic & Biomolecular Chemistry 17, n.º 19 (2019): 4700–4704. http://dx.doi.org/10.1039/c9ob00210c.

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42

Yang, Yi y Daming Du. "ChemInform Abstract: Enantioselective Construction of Functionalized Thiochromans via Squaramide-Catalyzed Asymmetric Cascade Sulfa-Michael/Michael Addition." ChemInform 46, n.º 10 (19 de febrero de 2015): no. http://dx.doi.org/10.1002/chin.201510027.

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43

Kowalczyk, Rafał, Przemysław J. Boratyński, Aleksandra J. Wierzba y Julia Bąkowicz. "Site and stereoselectivity in sulfa-Michael addition to equivocally activated conjugated dienes". RSC Advances 5, n.º 82 (2015): 66681–86. http://dx.doi.org/10.1039/c5ra09631f.

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44

Enders, Dieter, Bertram Schmid, Nico Erdmann y Gerhard Raabe. "Asymmetric Synthesis of Thiadecalins via an Organocatalytic Triple Cascade/Sulfa-Michael Sequence". Synthesis 2010, n.º 13 (27 de mayo de 2010): 2271–77. http://dx.doi.org/10.1055/s-0029-1218804.

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45

Pei, Qing-Lan, Wen-Yong Han, Zhi-Jun Wu, Xiao-Mei Zhang y Wei-Cheng Yuan. "Organocatalytic diastereo- and enantioselective sulfa-Michael addition to α,β-disubstituted nitroalkenes". Tetrahedron 69, n.º 26 (julio de 2013): 5367–73. http://dx.doi.org/10.1016/j.tet.2013.04.125.

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46

Li, Yi-Pan, Shou-Fei Zhu y Qi-Lin Zhou. "Chiral Spiro Phosphoramide-Catalyzed Sulfa-Michael Addition/Enantioselective Protonation of Exocyclic Enones". Organic Letters 21, n.º 23 (20 de noviembre de 2019): 9391–95. http://dx.doi.org/10.1021/acs.orglett.9b03615.

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47

Breman, Arjen C., Suze E. M. Telderman, Roy P. M. van Santen, Jamie I. Scott, Jan H. van Maarseveen, Steen Ingemann y Henk Hiemstra. "CinchonaAlkaloid Catalyzed Sulfa-Michael Addition Reactions Leading to Enantiopure β-Functionalized Cysteines". Journal of Organic Chemistry 80, n.º 21 (21 de octubre de 2015): 10561–74. http://dx.doi.org/10.1021/acs.joc.5b01660.

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48

Dong, Xiu-Qin, Xin Fang y Chun-Jiang Wang. "ChemInform Abstract: Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to 4,4,4-Trifluorocrotonates." ChemInform 42, n.º 52 (1 de diciembre de 2011): no. http://dx.doi.org/10.1002/chin.201152075.

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49

Duan, Jindian, Jing Cheng, Bing Li, Fei Qi y Pengfei Li. "ChemInform Abstract: Enantioselective Synthesis of Spiro[1,3-indanedione-tetrahydrothiophene]s by Organocatalytic Sulfa-Michael/Michael Domino Reaction." ChemInform 47, n.º 7 (enero de 2016): no. http://dx.doi.org/10.1002/chin.201607117.

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Laskova, Julia, Irina Kosenko, Ivan Ananyev, Marina Stogniy, Igor Sivaev y Vladimir Bregadze. "“Free of Base” Sulfa-Michael Addition for Novel o-Carboranyl-DL-Cysteine Synthesis". Crystals 10, n.º 12 (11 de diciembre de 2020): 1133. http://dx.doi.org/10.3390/cryst10121133.

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The sulfa-Michael addition reaction was applied for the two-step synthesis of o-carboranyl cysteine 1-HOOCCH(NH2)CH2S-1,2-C2B10H11 from the trimethylammonium salt of 1-mercapto-o-carborane and methyl 2-acetamidoacrylate. To avoid the decapitation of o-carborane into its nido-form, the “free of base” method under mild conditions in a system of two immiscible solvents toluene-H2O was developed. The replacement of H2O by 2H2O resulted in carboranyl-cysteine containing a deuterium label at the α-position of the amino acid 1-HOOCCD(NH2)CH2S-1,2-C2B10H11. The structure of the protected o-carboranyl cysteine was determined by single-crystal X-ray diffraction. The obtained compounds can be considered as potential agents for the Boron Neutron Capture Therapy of cancer.
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