Stereoretentive Addition of N-tert-Butylsulfonyl-alpha-Amido Silanes to Aldehydes, Ketones, alpha,beta-Unsaturated Esters, and Imines

摘要

Enantioenriched N-tert-butylsulfonyl-alpha-amido si-lanes were successfully reacted with aldehydes, ketones, imines, and alpha,beta-unsaturated esters in the presence of a sub-stoichiometric amount of CsF (0.5 equiv) in 1,2-di-methoxyethane (DME) at -20 degrees C to afford the corresponding coupling products with up to 89% enantiospecificity in a retentive manner.