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Direct enantioselective organocatalytic hydroxymethylation of aldehydes catalyzed by alpha,alpha-diphenylprolinol trimethylsilyl ether.

Research paper by Robert K RK Boeckman, John R JR Miller

Indexed on: 18 Sep '09Published on: 18 Sep '09Published in: Organic Letters



Abstract

The direct enantioselective hydroxymethylation of aldehydes utilizing alpha,alpha-diphenylprolinol trimethylsilyl ether as an organocatalyst is described. The intermediate alpha-substituted beta-hydroxyaldehydes were not isolated but converted to the more readily isolable derivatives. For example, the derived hydroxy acids were isolated in up to 94% yield with excellent enantioselectivity.