A Solution to the Cyclic Aldol Problem

Autor: Baldwin, S. W., Chen, P., Nikolic, N., Weinseimer, D. C.
Zdroj: Organic Letters; May 2000, Vol. 2 Issue: 9 p1193-1196, 4p
Abstrakt: A protocol for achieving stereoselective aldol reactions with cyclic ketones is presented. In terms of yield, the process is particularly effective when a quaternary center at the α-carbon of the β-hydroxy ketone product is created. The stereochemical outcome, anti or syn, is achieved by the Lewis acid-mediated ring expansion of stereochemically homogeneous epoxides in a reaction related to the pinacol rearrangement.
Databáze: Supplemental Index