Diastereoselective Aldol Reaction of ;N-Trimethylsilyloxyenamines

Significance In this report, a new aldehyde enolate equivalent, N -trimethylsilyloxyenamine, has been developed for aldol reactions. The enamines were obtained from condensation of the corresponding aldehyde and tert -butylhydroxylamine followed by TMS protection. The aldol products are corresponding nitrones, which could be hydrolyzed with reasonable selectivity erosions.