| Publication |
Sentence |
Publish Date |
Extraction Date |
Species |
| Yao-Zong Liu, Jie Zhang, Peng-Fei Xu, Yong-Chun Lu. Organocatalytic asymmetric Michael addition of 1-acetylindolin-3-ones to α,β-unsaturated aldehydes: synthesis of 2-substituted indolin-3-ones. The Journal of organic chemistry. vol 76. issue 18. 2012-02-17. PMID:21812470. |
a highly efficient asymmetric michael addition of 1-acetylindolin-3-ones to α,β-unsaturated aldehydes is developed to afford 2-substituted indolin-3-one derivatives in high yields (up to 94%) with good stereoselectivities (up to 11:1 dr and 96% ee). |
2012-02-17 |
2023-08-12 |
Not clear |
| Ying-Mei Li, Xiang Li, Fang-Zhi Peng, Ze-Qian Li, Shou-Tao Wu, Zhong-Wen Sun, Hong-Bin Zhang, Zhi-Hui Sha. Catalytic asymmetric construction of spirocyclopentaneoxindoles by a combined Ru-catalyzed cross-metathesis/double Michael addition sequence. Organic letters. vol 13. issue 23. 2012-02-08. PMID:22044048. |
biologically important and synthetically challenging spirocyclopentaneoxindoles with four contiguous stereocenters including one spiroquaternary stereocenter have been constructed in good yields (72-87%) with excellent diastereoselectivity (16:1→30:1 dr) and enantioselectivity (93→99% ee) by a combined ru-catalyzed cross-metathesis/organocatalyzed asymmetric double-michael addition sequence. |
2012-02-08 |
2023-08-12 |
Not clear |
| Zhiping Zeng, Ping Luo, Yao Jiang, Yan Liu, Guo Tang, Pengxiang Xu, Yufen Zhao, G Michael Blackbur. Chiral phosphoproline-catalyzed asymmetric Michael addition of ketones to nitroolefins: an experimental and theoretical study. Organic & biomolecular chemistry. vol 9. issue 20. 2012-01-03. PMID:21863184. |
a novel pyrrolidine-based chiral phosphoproline is an effective bifunctional organocatalyst for the asymmetric michael addition of ketones to nitroolefins giving high levels of diastereo- and enantio-selectivities (up to > 99 : 1 dr and 96% ee). |
2012-01-03 |
2023-08-12 |
Not clear |
| Jun-Ling Chen, Feng Zheng, Yangen Huang, Feng-Ling Qin. Synthesis of γ-monofluorinated goniothalamin analogues via regio- and stereoselective ring-opening hydrofluorination of epoxide. The Journal of organic chemistry. vol 76. issue 16. 2011-12-16. PMID:21739972. |
the features of the synthesis included regioselective reduction of the unprotected hydroxypropynyl moiety of compound 10 by red-al, asymmetric sharpless epoxidation of allyl alcohol 11, and regio- and stereoselective ring-opening hydrofluorination of the hydroxypropynyl epoxide 14 with et(3)n·3hf in high ee and dr. |
2011-12-16 |
2023-08-12 |
Not clear |
| Mikhail Zibinsky, Valery V Foki. Reactivity of N-(1,2,4-triazolyl)-substituted 1,2,3-triazoles. Organic letters. vol 13. issue 18. 2011-11-22. PMID:21848347. |
the resulting carbenes provide ready asymmetric access to secondary homoaminocyclopropanes (80-95% ee, dr >20:1) via reactions with olefins and also engage in efficient transannulation reactions with nitriles. |
2011-11-22 |
2023-08-12 |
Not clear |
| Quentin I Churches, Jonathan M White, Craig A Hutto. Synthesis of β,γ-dihydroxyhomotyrosines by a tandem Petasis-asymmetric dihydroxylation approach. Organic letters. vol 13. issue 11. 2011-08-31. PMID:21561144. |
subsequent asymmetric dihydroxylation under neutral conditions gives the corresponding protected β,γ-dihydroxyhomoarylalanines with up to 15:1 dr. |
2011-08-31 |
2023-08-12 |
Not clear |
| Akshay Kumar, Sarbjit Singh, Vikas Kumar, Swapandeep Singh Chimn. Asymmetric syn-selective direct aldol reaction of protected hydroxyacetone catalyzed by primary amino acid derived bifunctional organocatalyst in the presence of water. Organic & biomolecular chemistry. vol 9. issue 8. 2011-07-21. PMID:21359299. |
these new primary-tertiary diamine-brønsted acid conjugates bifunctional organocatalysts efficiently catalyzes the asymmetric direct syn selective cross-aldol reaction of different protected hydroxyacetone with various aldehydes in high yield (94%) and high enantioselectivity (up to 97% ee of syn) and dr of 91 : 9 (syn/anti) under mild reaction conditions. |
2011-07-21 |
2023-08-12 |
Not clear |
| Juae Han, Soyeong Kang, Hyeon-Kyu Le. Dynamic kinetic resolution in the stereoselective synthesis of 4,5-diaryl cyclic sulfamidates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation. Chemical communications (Cambridge, England). vol 47. issue 13. 2011-07-19. PMID:21331420. |
the dynamic kinetic resolution of 4,5-diaryl cyclic sulfamidate imines was achieved via asymmetric transfer hydrogenation using a hco(2)h/et(3)n mixture as the hydrogen source and chiral rh catalysts (r,r)- or (s,s)-rhcl(tsdpen)cp* affording the corresponding cyclic sulfamidates in good yields with up to >20 : 1 dr and up to >99% ee. |
2011-07-19 |
2023-08-12 |
Not clear |
| Dorine Belmessieri, Louis C Morrill, Carmen Simal, Alexandra M Z Slawin, Andrew D Smit. Organocatalytic functionalization of carboxylic acids: isothiourea-catalyzed asymmetric intra- and intermolecular Michael addition--lactonizations. Journal of the American Chemical Society. vol 133. issue 8. 2011-06-10. PMID:21302961. |
tetramisole promotes the catalytic asymmetric intramolecular michael addition-lactonization of a variety of enone acids, giving carbo- and heterocyclic products with high diastereo- and enantiocontrol (up to 99:1 dr, up to 99% ee) that are readily derivatized to afford functionalized indene and dihydrobenzofuran carboxylates. |
2011-06-10 |
2023-08-12 |
Not clear |
| Dorine Belmessieri, Louis C Morrill, Carmen Simal, Alexandra M Z Slawin, Andrew D Smit. Organocatalytic functionalization of carboxylic acids: isothiourea-catalyzed asymmetric intra- and intermolecular Michael addition--lactonizations. Journal of the American Chemical Society. vol 133. issue 8. 2011-06-10. PMID:21302961. |
chiral isothioureas also promote the catalytic asymmetric intermolecular michael addition-lactonization of arylacetic acids and α-keto-β,γ-unsaturated esters, giving anti-dihydropyranones with high diastereo- and enantiocontrol (up to 98:2 dr, up to 99% ee). |
2011-06-10 |
2023-08-12 |
Not clear |
| Yong Zhang, Yong-Liang Shao, Hai-Sen Xu, Wei Wan. Organocatalytic direct asymmetric vinylogous Michael reaction of an α,β-unsaturated γ-butyrolactam with enones. The Journal of organic chemistry. vol 76. issue 5. 2011-06-07. PMID:21244007. |
an organocatalytic asymmetric direct vinylogous michael addition of α,β-unsaturated γ-butyrolactam to enones has been achieved with a simple bifunctional thiourea-tertiary amine catalyst, affording the γ-substituted butyrolactam products with high diastereo- and enantioselectivity (up to >40:1 dr and 94-99% ee). |
2011-06-07 |
2023-08-12 |
Not clear |
| W Christopher Boyd, Mark R Crimmin, Lauren E Rosebrugh, Jennifer M Schomaker, Robert G Bergman, F Dean Tost. Cobalt-mediated, enantioselective synthesis of C(2) and C(1) dienes. Journal of the American Chemical Society. vol 132. issue 46. 2011-03-08. PMID:21033667. |
a novel base mixture derived from enantiopure ammonium salts and nahmds was used as a source of chirality, and this enantioselective desymmetrization of c(s) alkenes has been applied to the asymmetric synthesis of c(2)- and c(1)-symmetric diene ligands in high regioselectivity (3.7-20:1 anti/syn), near perfect diastereoselectivity (>99:1 dr), and high enantioselectivity (90-96% ee). |
2011-03-08 |
2023-08-12 |
Not clear |
| Junfeng Wang, Chao Qi, Zemei Ge, Tieming Cheng, Runtao L. Efficient direct asymmetric vinylogous Michael addition reactions of gamma-butenolides to chalcones catalyzed by vicinal primary-diamine salts. Chemical communications (Cambridge, England). vol 46. issue 12. 2010-07-22. PMID:20221513. |
the first direct organocatalytic asymmetric vinylogous michael addition reactions of gamma-butenolides to chalcones have been developed by using chiral 1,2-diaminocyclohexane as a novel organocatalyst via a di-iminium transition state to provide syn-michael products with good yields, high diastereoselectivities and enantioselectivities (up to 78% yield, >99 : 1 dr and 96% ee). |
2010-07-22 |
2023-08-12 |
Not clear |
| Xianxing Jiang, Gen Zhang, Dan Fu, Yiming Cao, Fangfang Shen, Rui Wan. Direct organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides to alpha-ketoesters under low ligand loading: a doubly stereocontrolled approach to cyclic thiocarbamates bearing chiral quaternary stereocenters. Organic letters. vol 12. issue 7. 2010-06-24. PMID:20205429. |
the first doubly stereocontrolled organocatalytic asymmetric aldol reaction of alpha-isothiocyanato imides with alpha-ketoesters by using rosin-derived tertiary amine-thiourea under low ligand loading to form cyclic thiocarbamates bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and 97:3 dr) is presented. |
2010-06-24 |
2023-08-12 |
Not clear |
| Hai-Lei Cui, Ji-Rong Huang, Jie Lei, Zhao-Feng Wang, Shi Chen, Li Wu, Ying-Chun Che. Direct asymmetric allylic alkylation of butenolides with Morita-Baylis-Hillman carbonates. Organic letters. vol 12. issue 4. 2010-03-11. PMID:20104883. |
the direct asymmetric allylic alkylation of beta,gamma-butenolides with mbh carbonates to access gamma,gamma-disubstituted butenolides containing adjacent quaternary and tertiary chiral centers has been presented in excellent stereoselectivities (86-96% ee, dr >95:5) and moderate to good yield (50-83%). |
2010-03-11 |
2023-08-12 |
Not clear |
| Dae-Shik Kim, Cheng-Guo Dong, Joseph T Kim, Haibing Guo, Jian Huang, Paolo S Tiseni, Yoshito Kish. New syntheses of E7389 C14-C35 and halichondrin C14-C38 building blocks: double-inversion approach. Journal of the American Chemical Society. vol 131. issue 43. 2010-02-02. PMID:19807076. |
the c19-c20 bond is first formed via the catalytic asymmetric ni/cr-mediated coupling, i.e., 8 + 9 --> 10 (90%; dr = 22:1), in which vinyl iodide 8 is used as the limiting substrate. |
2010-02-02 |
2023-08-12 |
Not clear |
| Dae-Shik Kim, Cheng-Guo Dong, Joseph T Kim, Haibing Guo, Jian Huang, Paolo S Tiseni, Yoshito Kish. New syntheses of E7389 C14-C35 and halichondrin C14-C38 building blocks: double-inversion approach. Journal of the American Chemical Society. vol 131. issue 43. 2010-02-02. PMID:19807076. |
the c23-c24 bond is then formed via the catalytic asymmetric co/cr-mediated coupling, i.e., 13 + 14 --> 4 (82%; dr = 22:1), in which the alkyl-iodide bond in 14 is selectively activated over the vinyl-iodide bond. |
2010-02-02 |
2023-08-12 |
Not clear |
| Dae-Shik Kim, Cheng-Guo Dong, Joseph T Kim, Haibing Guo, Jian Huang, Paolo S Tiseni, Yoshito Kish. New syntheses of E7389 C14-C35 and halichondrin C14-C38 building blocks: double-inversion approach. Journal of the American Chemical Society. vol 131. issue 43. 2010-02-02. PMID:19807076. |
the catalytic asymmetric ni/cr-mediated reaction is employed to couple c14-c26 segment 19 with e7389 c27-c35 segment 20 (91%; dr = >55:1). |
2010-02-02 |
2023-08-12 |
Not clear |
| Matthias Freund, Sebastian Schenker, Svetlana B Tsogoev. Enantioselective nitro-Michael reactions catalyzed by short peptides on water. Organic & biomolecular chemistry. vol 7. issue 20. 2010-01-05. PMID:19795068. |
simple unmodified n-proline-based di- and tripeptides in combination with sodium hydroxide additive catalyze the asymmetric michael reaction of ketones with nitroolefins to furnish the corresponding gamma-nitroketones with up to 99% yield, 99:1 dr and 70% ee at room temperature and on water without any organic cosolvent. |
2010-01-05 |
2023-08-12 |
Not clear |
| Debasis Samanta, Robert B Kargbo, Gregory R Coo. Asymmetric synthesis of aminochromanes via intramolecular indium-mediated allylation of chiral hydrazones. The Journal of organic chemistry. vol 74. issue 18. 2010-01-04. PMID:19702255. |
the asymmetric intramolecular indium-mediated cyclization reaction delivers chromanes with excellent diastereoselectivity (68-91% yield, dr >99:1). |
2010-01-04 |
2023-08-12 |
Not clear |