Diastereoselectivity in the preparation of β-silylesters from αβ-unsaturated esters and amides attached to chiral auxiliaries
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 15,p. 1177-1179
- https://doi.org/10.1039/c39870001177
Abstract
The conjugate addition of the phenyldimethylsilyl-cuprate reagent to cinnamate and crotonate esters and amides of various known chiral auxilaries is diastereoselective, making available β-silylesters of high enantiomeric excess; the sense of the diastereoselectivity is anomalously different from established precedent in the case of silyl-cuprate addition to the cinnamate ester (1, R = Ph, R*=d).Keywords
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