Polymer-bound N-alkylnorephedrines as efficient chiral catalysts for the enantioselective addition of dialkylzincs to both aromatic and aliphatic aldehydes
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 109-113
- https://doi.org/10.1039/p19890000109
Abstract
Polymer-bound N-alkylnorephedrines are recyclable catalysts of the enantioselective addition of dialkylzincs to both aromatic and aliphatic aldehydes. Optically active aromatic and aliphatic secondary alcohols are obtained in high enantiomeric excess. The catalyst derived from N-methylnorephedrine (ephedrine) affords aliphatic alcohols of up to 89% e.e. in the alkylation of aromatic aldehydes. On the other hand, the catalyst derived from N-ethylnorephedrine affords up to 80% e.e. in the alkylation of aliphatic aldehydes.This publication has 1 reference indexed in Scilit:
- Stereoselective addition reaction of diethylzinc to aldehydes, catalyzed by cinchona alkaloidsThe Journal of Organic Chemistry, 1987