期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 12, 页码 4007-4011出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201812585
关键词
enantioselective catalysis; imine umpolung; N-heterocyclic carbenes; Stetter reaction
资金
- Australian Research Council through the Discovery program [DP150101522]
The catalytic umpolung of imines remains an underdeveloped approach to reaction discovery. Herein we report an enantioselective aza-Stetter reaction that proceeds via imine umpolung using N-heterocyclic carbene catalysis. The reaction proceeds with high levels of enantioselectivity (all >= 96:4 er) and good generality (21 examples). Mechanistic studies are reported and are consistent with turnover-limiting addition of the NHC to the imine.
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