期刊
TETRAHEDRON LETTERS
卷 50, 期 11, 页码 1164-1166出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.12.083
关键词
-
资金
- American Chemical Society-Petroleum Research Fund [44683-G1]
Herein, we report a mechanistic investigation of an enantioselective tandem Mukaiyama aldol reaction, consisting of a carbon-carbon bond-forming reaction and a silylation protection step in which the enantioselectivity results exclusively from the silylation step. The reaction is carried out in the presence of a Lewis base paired with a chiral quarternary ammonium salt. Mechanistic studies indicate that the enantioselectivity of the silylation step is a kinetic resolution of the aldolate intermediate. The effects of sterics and electronics oil the aldehyde starting material are also presented. (C) 2008 Elsevier Ltd. All rights reserved.
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