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https://doi.org/10.1021/ja1098353
Title: | Pentanidium-catalyzed enantioselective phase-transfer conjugate addition reactions | Authors: | Ma, T. Fu, X. Kee, C.W. Zong, L. Pan, Y. Huang, K.-W. Tan, C.-H. |
Issue Date: | 9-Mar-2011 | Citation: | Ma, T., Fu, X., Kee, C.W., Zong, L., Pan, Y., Huang, K.-W., Tan, C.-H. (2011-03-09). Pentanidium-catalyzed enantioselective phase-transfer conjugate addition reactions. Journal of the American Chemical Society 133 (9) : 2828-2831. ScholarBank@NUS Repository. https://doi.org/10.1021/ja1098353 | Abstract: | A new chiral entity, pentanidium, has been shown to be an excellent chiral phase-transfer catalyst. The enantioselective Michael addition reactions of tert-butyl glycinate-benzophenone Schiff base with various α,β- unsaturated acceptors provide adducts with high enantioselectivities. A successful gram-scale experiment at a low catalyst loading of 0.05 mol % indicates the potential for practical applications of this methodology. Phosphoglycine ester analogues can also be utilized as the Michael donor, affording enantioenriched α-aminophosphonic acid derivatives and phosphonic analogues of (S)-proline. © 2011 American Chemical Society. | Source Title: | Journal of the American Chemical Society | URI: | http://scholarbank.nus.edu.sg/handle/10635/76730 | ISSN: | 00027863 | DOI: | 10.1021/ja1098353 |
Appears in Collections: | Staff Publications |
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