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Artículos de revistas sobre el tema "Total Synthesis, Methodology"

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Publicado: 6 de septiembre de 2023

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1

Petrovčič, Jan, Chad Nicholas Ungarean y David Sarlah. "Recent Chemical Methodology Advances in the Total Synthesis of Meroterpenoids". Acta Chimica Slovenica 68, n.º 2 (15 de junio de 2021): 247–67. http://dx.doi.org/10.17344/acsi.2021.6921.

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Heterogeneity of meroterpenoids arising from their dual biosynthetic origins is constantly provoking synthetic chemists to utilize their ingenuity and revise their retrosynthetic logic. By studying recent publications on meroterpenoid synthesis,tremendous advances in the field of synthetic organic chemistry can be witnessed. This feature article covers some of the most intriguing total syntheses and synthetic studies towards the meroterpenoid class of natural products from the last five years.
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2

Isobe, Minoru y Akinari Hamajima. "Ciguatoxin: developing the methodology for total synthesis". Natural Product Reports 27, n.º 8 (2010): 1204. http://dx.doi.org/10.1039/b919467n.

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3

Umezawa, Taiki y Fuyuhiko Matsuda. "Recent progress toward synthesis of chlorosulfolipids: total synthesis and methodology". Tetrahedron Letters 55, n.º 19 (mayo de 2014): 3003–12. http://dx.doi.org/10.1016/j.tetlet.2014.03.082.

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4

Williams, Craig y Rebecca Pouwer. "Method in the Madness - Methodology from Total Synthesis". Synlett 23, n.º 10 (29 de mayo de 2012): 1446–58. http://dx.doi.org/10.1055/s-0031-1290967.

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5

Vedejs, Edwin y Chutima Kongkittingam. "A Total Synthesis of (−)-Hemiasterlin UsingN-Bts Methodology". Journal of Organic Chemistry 66, n.º 22 (noviembre de 2001): 7355–64. http://dx.doi.org/10.1021/jo0104882.

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6

Keck, Gary E., Eugene P. Boden y Michael R. Wiley. "Total synthesis of (+)-colletodiol: new methodology for the synthesis of macrolactones". Journal of Organic Chemistry 54, n.º 4 (febrero de 1989): 896–906. http://dx.doi.org/10.1021/jo00265a033.

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7

Umezawa, Taiki y Fuyuhiko Matsuda. "ChemInform Abstract: Recent Progress Toward Synthesis of Chlorosulfolipids: Total Synthesis and Methodology". ChemInform 45, n.º 29 (3 de julio de 2014): no. http://dx.doi.org/10.1002/chin.201429265.

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8

Yeung, Kay, Rory C. Mykura y Varinder K. Aggarwal. "Lithiation–borylation methodology in the total synthesis of natural products". Nature Synthesis 1, n.º 2 (febrero de 2022): 117–26. http://dx.doi.org/10.1038/s44160-021-00012-1.

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9

Xiang, Alan X., Donald A. Watson, Taotao Ling y Emmanuel A. Theodorakis. "Total Synthesis of Clerocidin via a Novel, Enantioselective Homoallenylboration Methodology". Journal of Organic Chemistry 63, n.º 20 (octubre de 1998): 6774–75. http://dx.doi.org/10.1021/jo981331l.

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10

Johnstone, Craig, William J. Kerr y Udo Lange. "Total synthesis of (+)-taylorione utilising modified Pauson–Khand reaction methodology". J. Chem. Soc., Chem. Commun., n.º 4 (1995): 457–58. http://dx.doi.org/10.1039/c39950000457.

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11

Pouwer, Rebecca H. y Craig M. Williams. "ChemInform Abstract: Method in the Madness - Methodology from Total Synthesis". ChemInform 43, n.º 35 (2 de agosto de 2012): no. http://dx.doi.org/10.1002/chin.201235244.

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12

Baati, Rachid, John R. Falck y Charles Mioskowski. "ChemInform Abstract: Chromium in Organic Synthesis. From Methodology to Total Synthesis of Natural Products". ChemInform 41, n.º 1 (5 de enero de 2010): no. http://dx.doi.org/10.1002/chin.201001248.

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13

Vedejs, Edwin y Chutima Kongkittingam. "ChemInform Abstract: A Total Synthesis of (-)-Hemiasterlin Using N-Bts Methodology." ChemInform 33, n.º 15 (22 de mayo de 2010): no. http://dx.doi.org/10.1002/chin.200215196.

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14

Enders, Dieter, Sylvie Dhulut, Daniel Steinbusch y Audrey Herrbach. "Asymmetric Total Synthesis of (−)-Pironetin Employing the SAMP/RAMP Hydrazone Methodology". Chemistry - A European Journal 13, n.º 14 (7 de mayo de 2007): 3942–49. http://dx.doi.org/10.1002/chem.200601672.

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15

Nicolaou, K. C., Hui Li, Christopher N. C. Boddy, Joshi M. Ramanjulu, Tai-Yuen Yue, Swaminathan Natarajan, Xin-Jie Chu, Stefan Bräse y Frank Rübsam. "Total Synthesis of Vancomycin—Part 1: Design and Development of Methodology". Chemistry - A European Journal 5, n.º 9 (3 de septiembre de 1999): 2584–601. http://dx.doi.org/10.1002/(sici)1521-3765(19990903)5:9<2584::aid-chem2584>3.0.co;2-b.

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16

Katoh, Tadashi. "Enantioselective Total Synthesis of Otteliones A and B, Novel and Powerful Antitumor Agents from the Freshwater Plant Ottelia alismoides". Natural Product Communications 8, n.º 7 (julio de 2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800724.

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Otteliones A and B isolated from the freshwater plant Ottelia alismoides have attracted significant attention because of their potential as novel anticancer agents. In this review four independent enantioselective total syntheses and one formal synthesis of these natural products are presented with particular focus on their methodology and strategy.
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17

Fukuyama, Tohru. "Total Synthesis of Nitrogen-Containing Natural Products and Development of Synthetic Methodology". Journal of Synthetic Organic Chemistry, Japan 61, n.º 6 (2003): 620–30. http://dx.doi.org/10.5059/yukigoseikyokaishi.61.620.

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18

Tarrade, Aurélie, Philippe Dauban y Robert H. Dodd. "Enantiospecific Total Synthesis of (−)-Polyoxamic Acid Using 2,3-Aziridino-γ-lactone Methodology". Journal of Organic Chemistry 68, n.º 24 (noviembre de 2003): 9521–24. http://dx.doi.org/10.1021/jo035039b.

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19

Wasserman, Harry H. y Rui Zhang. "Total synthesis of cyclotheonamides E2 and E3: application of cyano ylide methodology". Tetrahedron Letters 43, n.º 20 (mayo de 2002): 3743–46. http://dx.doi.org/10.1016/s0040-4039(02)00599-3.

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20

Faul, Margaret M. y Bret E. Huff. "Strategy and Methodology Development for the Total Synthesis of Polyether Ionophore Antibiotics†". Chemical Reviews 100, n.º 6 (junio de 2000): 2407–74. http://dx.doi.org/10.1021/cr940210s.

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21

JOHNSTONE, C., W. J. KERR y U. LANGE. "ChemInform Abstract: Total Synthesis of (+)-Taylorione Utilizing Modified Pauson-Khand Reaction Methodology." ChemInform 26, n.º 32 (17 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199532188.

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22

Roche, Stéphane P, Sophie Faure y David J Aitken. "Total Synthesis of Cyclotheonamide C using a Tandem Backbone-Extension-Coupling Methodology". Angewandte Chemie International Edition 47, n.º 36 (25 de agosto de 2008): 6840–42. http://dx.doi.org/10.1002/anie.200802005.

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23

Roche, Stéphane P, Sophie Faure y David J Aitken. "Total Synthesis of Cyclotheonamide C using a Tandem Backbone-Extension-Coupling Methodology". Angewandte Chemie 120, n.º 36 (25 de julio de 2008): 6946–48. http://dx.doi.org/10.1002/ange.200802005.

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24

XIANG, A. X., D. A. WATSON, T. LING y E. A. THEODORAKIS. "ChemInform Abstract: Total Synthesis of Clerocidin via a Novel, Enantioselective Homoallenylboration Methodology." ChemInform 30, n.º 7 (17 de junio de 2010): no. http://dx.doi.org/10.1002/chin.199907264.

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25

Anderson, Oren P., Anthony GM Barrett, Jeremy J. Edmunds, Shun-Ichiro Hachiya, James A. Hendrix, Kiyoshi Horita, James W. Malecha, Christopher J. Parkinson y Andrew VanSickle. "Applications of crotyldiisopinocampheylboranes in synthesis: a formal total synthesis of (+)-calyculin A". Canadian Journal of Chemistry 79, n.º 11 (1 de noviembre de 2001): 1562–92. http://dx.doi.org/10.1139/v01-133.

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The formal total synthesis of the marine metabolite (+)-calyculin A is reported. The key steps involve (i) the use of Brown allylboration chemistry to control the relative and absolute stereochemistry of homoallylic alcohol arrays, thus setting eight of the desired stereocenters; (ii) Stille coupling methodology in the construction of the cyano tetraene unit of the natural product; and (iii) a modified Cornforth–Meyers approach to the synthesis of the oxazole fragment.Key words: calyculin, marine natural product, phosphatase inhibitor, total synthesis, palladium catalyzed coupling reactions, allylboration reactions, aldol reactions, spiroketal, Cornforth–Meyers oxazole reaction.
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26

Elford, Tim G., Stefan Nave, Ravindra P. Sonawane y Varinder K. Aggarwal. "Total Synthesis of (+)-Erogorgiaene Using Lithiation–Borylation Methodology, and Stereoselective Synthesis of Each of Its Diastereoisomers". Journal of the American Chemical Society 133, n.º 42 (26 de octubre de 2011): 16798–801. http://dx.doi.org/10.1021/ja207869f.

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27

Maity, Arindam, Avishek Roy, Mrinal Kanti Das, Subhadip De, Malay Naskar y Alakesh Bisai. "Oxidative cyanation of 2-oxindoles: formal total synthesis of (±)-gliocladin C". Organic & Biomolecular Chemistry 18, n.º 8 (2020): 1679–84. http://dx.doi.org/10.1039/c9ob02752a.

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Oxidative direct cyanations of 3-alkyl/aryl 2-oxindoles using Cyano-1,2-BenziodoXol-3(1H)-one (CBX) have been developed. This methodology has been used for the formal total synthesis of (±)-gliocladin C in a few steps.
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28

Kingsbury, Jason S. y E. J. Corey. "Enantioselective Total Synthesis of Isoedunol and β-Araneosene Featuring Unconventional Strategy and Methodology". Journal of the American Chemical Society 127, n.º 40 (octubre de 2005): 13813–15. http://dx.doi.org/10.1021/ja055137+.

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29

Srikrishna, A., T. Jagadeeswar Reddy, P. Praveen Kumar y D. Vijaykumar. "A Methodology for Spirocyclopentannulation. Stereoselective Total Synthesis of (±)-Tochuinyl Acetate and (±)-Dihydrotochuinyl Acetate". Synlett 1996, n.º 01 (enero de 1996): 67–68. http://dx.doi.org/10.1055/s-1996-5318.

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30

Vicario, Jose L., Andreas Job, Michael Wolberg, Michael Müller y Dieter Enders. "Asymmetric Total Synthesis of (−)-Callystatin A Employing the SAMP/RAMP Hydrazone Alkylation Methodology". Organic Letters 4, n.º 6 (marzo de 2002): 1023–26. http://dx.doi.org/10.1021/ol0256116.

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31

Campbell, Andrew D., Richard J. K. Taylor y Tony M. Raynham. "The total synthesis of (−)-α-kainic acid using titanium-mediated diene metallabicyclisation methodology". Chemical Communications, n.º 3 (1999): 245–46. http://dx.doi.org/10.1039/a809598a.

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32

Wang, Qian y Jie-Ping Zhu. "ChemInform Abstract: Total Synthesis of Natural Products and the Synergy with Synthetic Methodology". ChemInform 44, n.º 23 (16 de mayo de 2013): no. http://dx.doi.org/10.1002/chin.201323207.

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33

Weinreb, Steven M. "Development of methodology for amide oxidation and its application to total synthesis ofsecurinegaalkaloids". Journal of Heterocyclic Chemistry 33, n.º 5 (septiembre de 1996): 1437–43. http://dx.doi.org/10.1002/jhet.5570330503.

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34

Dubasi, Narsimhaswamy y Ravi Varala. "Studies towards the Total Synthesis of (+)-Discodermolide: Desymmetrization Approach". Caribbean Journal of Science and Technology 10, n.º 01 (2022): 28–35. http://dx.doi.org/10.55434/cbi.2022.10105.

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A new synthetic strategy for the construction of C-1 to C-7 and C-8 to C-15 subunits of (+)-discodermolide, a highly potent anticancer natural product, is reported in which we have exploited desymmetrization approach to create six stereogenic centers at once and stigmatic elements of the successful methodology include elaboration of two advanced fragments from a common precursor
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35

Munda, Mintu, Sovan Niyogi, Kundan Shaw, Sourav Kundu, Rhituparna Nandi y Alakesh Bisai. "Electrocatalysis as a key strategy for the total synthesis of natural products". Organic & Biomolecular Chemistry 20, n.º 4 (2022): 727–48. http://dx.doi.org/10.1039/d1ob02115j.

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36

Gueyrard, David. "Extension of the Modified Julia Olefination on Carboxylic Acid Derivatives: Scope and Applications". Synlett 29, n.º 01 (16 de octubre de 2017): 34–45. http://dx.doi.org/10.1055/s-0036-1590916.

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This account relates our work in the field of modified Julia olefination to extend this very useful olefination method to carboxylic acid derivatives. Since our preliminary results on lactones in 2005, the reaction has been extended to a large range of derivatives (lactams, imides and anhydrides) through an intra- or intermolecular process leading to a great variety of structures (enol ethers, enamides and exo enol esters). This article will also focus on the application of this methodology for the preparation of biologically interesting compounds and/or total syntheses of natural products such as C-disaccharide, bistramide A, jaspine B and maculalactone B.1 Introduction2 Modified Julia Olefination on Lactones2.1 Methylene Enol Ether Synthesis2.2 Substituted Enol Ether Synthesis2.3 Monofluorinated Enol Ether Synthesis2.4 Difluorinated Enol Ether Synthesis3 Applications3.1 Spiroketal Synthesis3.2 Spirocompound Synthesis3.3 Pseudodisaccharide Synthesis3.4 Total Synthesis of Jaspine B4 Modified Julia Olefination on Other Carboxylic Acid Derivatives4.1 Lactam Olefination and Spiroaminal Synthesis4.2 Bicyclic Enamide Synthesis by Intramolecular Modified Julia Olefination on Imides4.3 Modified Julia Olefination on Anhydrides5 Conclusion
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37

Corey, E. J. y Michael A. Letavic. "Enantioselective Total Synthesis of Gracilins B and C Using Catalytic Asymmetric Diels-Alder Methodology". Journal of the American Chemical Society 117, n.º 37 (septiembre de 1995): 9616–17. http://dx.doi.org/10.1021/ja00142a051.

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38

Heathcock, Clayton H. y Stephen H. Montgomery. "Acyclic stereoselection. 28. Use of stereoselective aldol methodology in the total synthesis of cladinose." Tetrahedron Letters 26, n.º 8 (enero de 1985): 1001–4. http://dx.doi.org/10.1016/s0040-4039(00)98496-x.

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39

Gareau, Yves, Robert Zamboni y Alexander W. Wong. "Total synthesis of N-methyl LTC4: a novel methodology for the monomethylation of amines". Journal of Organic Chemistry 58, n.º 6 (marzo de 1993): 1582–85. http://dx.doi.org/10.1021/jo00058a049.

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40

Faul, Margaret M. y Bret E. Huff. "ChemInform Abstract: Strategy and Methodology Development for the Total Synthesis of Polyether Ionorephore Antibiotics". ChemInform 31, n.º 34 (3 de junio de 2010): no. http://dx.doi.org/10.1002/chin.200034265.

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41

Wasserman, Harry H. y Rui Zhang. "ChemInform Abstract: Total Synthesis of Cyclotheonamides E2 and E3: Application of Cyano Ylide Methodology." ChemInform 33, n.º 36 (20 de mayo de 2010): no. http://dx.doi.org/10.1002/chin.200236189.

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42

Hashimoto, Hajime, Shinnosuke Wakamori, Kazutada Ikeuchi y Hidetoshi Yamada. "Divergent Synthesis of Four Monomeric Ellagitannins toward the Total Synthesis of an Oligomeric Ellagitannin, Nobotanin K". Organics 3, n.º 3 (6 de septiembre de 2022): 293–303. http://dx.doi.org/10.3390/org3030022.

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Oligomeric ellagitannins are challenging synthetic targets due to the need for an abundant supply of their composed monomeric ellagitannins and a synthetic methodology to connect them. This work focused on the divergent synthesis of the four monomeric ellagitannins from a common intermediate as a step toward the total synthesis of nobotanin K, a class of compounds that includes oligomeric ellagitannins and were isolated in plants belonging to the Melastomataceae family. Implementing our method, the four natural products could be easily supplied, suggesting that through this novel route, the total synthesis of nobotanin K could be achieved smoothly.
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43

Zhu, Bin y James S. Panek. "Methodology Based on Chiral Silanes in the Synthesis of Polypropionate-Derived Natural Products − Total Synthesis of Epothilone A". European Journal of Organic Chemistry 2001, n.º 9 (mayo de 2001): 1701–14. http://dx.doi.org/10.1002/1099-0690(200105)2001:9<1701::aid-ejoc1701>3.0.co;2-#.

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44

Roesner, Stefan y Varinder K. Aggarwal. "Enantioselective synthesis of (R)-tolterodine using lithiation/borylation–protodeboronation methodology". Canadian Journal of Chemistry 90, n.º 11 (noviembre de 2012): 965–74. http://dx.doi.org/10.1139/v2012-069.

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The synthesis of the pharmaceutical (R)-tolterodine is reported using lithiation/borylation–protodeboronation of a homoallyl carbamate as the key step. This step was tested with two permutations: an electron-neutral aryl Li-carbamate reacting with an electron-rich boronic ester and an electron-rich aryl Li-carbamate reacting with an electron-neutral boronic ester. It was found that the latter arrangement was considerably better than the former. Further improvements were achieved using magnesium bromide in methanol leading to a process that gave high yield and high enantioselectivity in the lithiation/borylation reaction. The key step was used in an efficient synthesis of (R)-tolterodine in a total of eight steps in a 30% overall yield and 90% ee.
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45

Isoda, Yuta, Norihiko Sasaki, Kei Kitamura, Shuji Takahashi, Sujit Manmode, Naoko Takeda-Okuda, Jun-ichi Tamura, Toshiki Nokami y Toshiyuki Itoh. "Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block". Beilstein Journal of Organic Chemistry 13 (16 de mayo de 2017): 919–24. http://dx.doi.org/10.3762/bjoc.13.93.

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The total synthesis of TMG-chitotriomycin using an automated electrochemical synthesizer for the assembly of carbohydrate building blocks is demonstrated. We have successfully prepared a precursor of TMG-chitotriomycin, which is a structurally-pure tetrasaccharide with typical protecting groups, through the methodology of automated electrochemical solution-phase synthesis developed by us. The synthesis of structurally well-defined TMG-chitotriomycin has been accomplished in 10-steps from a disaccharide building block.
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46

Lübken, Dennis, Marius Saxarra y Markus Kalesse. "Tris(acetylacetonato) Iron(III): Recent Developments and Synthetic Applications". Synthesis 51, n.º 01 (27 de noviembre de 2018): 161–77. http://dx.doi.org/10.1055/s-0037-1610393.

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Tris(acetylacetonato) iron(III) [Fe(acac)3] is an indispensable reagent in synthetic chemistry. Its applications range from hydrogen atom transfer to cross-coupling reactions and to use as a Lewis acid. Consequently, the exceptional utility of Fe(acac)3 has been demonstrated in several total syntheses. This short review summarizes the applications of Fe(acac)3 in methodology and catalysis and highlights its use for the synthesis of medicinally relevant structures and in natural product syntheses.1 Introduction2 Hydrogen Atom Transfer (HAT)3 Oxidations and Radical Transformations4 Synthesis and Use of Alkynes and Allenes5 Cross-Couplings and Cycloisomerizations6 Borylations7 Miscellaneous Reactions8 Conclusions
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47

Yao, Sulan, Mogens Johannsen, Rita G. Hazell y Karl Anker Jørgensen. "Total Synthesis of (R)-Dihydroactinidiolide and (R)-Actinidiolide Using Asymmetric Catalytic Hetero-Diels−Alder Methodology". Journal of Organic Chemistry 63, n.º 1 (enero de 1998): 118–21. http://dx.doi.org/10.1021/jo971528y.

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48

SRIKRISHNA, A., T. J. REDDY, P. P. KUMAR y D. VIJAYKUMAR. "ChemInform Abstract: A Methodology for Spirocyclopentannulation. Stereoselective Total Synthesis of (.+-.)-Tochuinyl Acetate and (.+-.)-Dihydrotochuinyl Acetate." ChemInform 27, n.º 19 (5 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199619094.

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49

Campbell, Andrew D., Tony M. Raynham y Richard J. K. Taylor. "ChemInform Abstract: The Total Synthesis of (-)-α-Kainic Acid Using Titanium-Mediated Diene Metallabicyclization Methodology." ChemInform 30, n.º 22 (15 de junio de 2010): no. http://dx.doi.org/10.1002/chin.199922197.

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50

Vicario, Jose L., Andreas Job, Michael Wolberg, Michael Mueller y Dieter Enders. "ChemInform Abstract: Asymmetric Total Synthesis of (-)-Callystatin A Employing the SAMP/RAMP Hydrazone Alkylation Methodology." ChemInform 33, n.º 36 (20 de mayo de 2010): no. http://dx.doi.org/10.1002/chin.200236220.

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