Organocatalyzed Asymmetric Aldol Reaction Of Alpha-Keto Amides With A Tripeptide Catalyst

An organocatalyzed asymmetric aldol reaction of.-keto amides was developed. An N-terminal 4-trans-siloxyproline-based tripeptide with an L-tert-leucine unit adjacent to the 4-trans-siloxyproline residue was used to catalyze the reaction between various.-keto amides and acetone, to produce the corresponding aldol adducts with up to 99% yield and 91% ee.