Malkov, A. V., Figlus, M., Stoncius, S. and Kocovsky, P. . (2007) Organocatalysis with a fluorous tag: Asymmetric reduction of imines with trichlorosilane catalyzed by amino acid-derived formamides. Journal of Organic Chemistry, 72(4), pp. 1315-1325. (doi: 10.1021/jo062215i)
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Publisher's URL: http://dx.doi.org/10.1021/jo062215i
Abstract
Asymmetric reduction of ketimines 1 with trichlorosilane can be catalyzed by N-methylvaline-derived Lewis-basic formamides 3a−d with high enantioselectivity (≤95% ee) and low catalyst loading (1−5 mol %) at room temperature in toluene. Appending a fluorous tag, as in 5a−c, simplifies the isolation procedure, while preserving high enantioselectivity (≤92% ee).
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Malkov, Dr Andrei and Kocovsky, Professor Pavel |
Authors: | Malkov, A. V., Figlus, M., Stoncius, S., and Kocovsky, P. . |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Journal of Organic Chemistry |
Publisher: | American Chemical Society |
ISSN: | 0022-3263 |
ISSN (Online): | 1520-6904 |
Published Online: | 18 January 2007 |
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