First enantioselective organocatalytic conjugate addition of aldehydes to vinyl phosphonates
- PMID: 17715930
- DOI: 10.1021/ol7015498
First enantioselective organocatalytic conjugate addition of aldehydes to vinyl phosphonates
Abstract
Chiral amines catalyze the enantioselective conjugate addition of aldehydes to vinyl phosphonates in high yields and with enantioselectivities up to 97% ee. This novel process provides synthetically useful chiral gamma-geminal phosphonate aldehydes which can be easily converted in a few steps into chiral beta-substituted vinyl phosphonates with conservation of the optical purity.
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