Enantioselective organocatalytic aldehyde-aldehyde cross-aldol couplings. The broad utility of alpha-thioacetal aldehydes

摘要

An asymmetric proline catalyzed aldol reaction with alpha-thioacetal aldehydes has been developed. Thioacetal bearing aldehydes readily participate as electrophilic cross-aldol partners with a broad range of aldehyde and ketone donors. High levels of reaction efficiency as well as diastereo- and enantiocontrol are observed in the production of anti-aldol adducts. (C) 2004 Elsevier Ltd. All rights reserved.