A vinylogous, silylative, and direct variant of the venerable Mukaiyama aldol reaction has been developed. Exploiting N-Boc-pyrrol-2(5H)-one as the conjugate donor, several aldehyde and ketone acceptors were scrutinized under the guidance of suitable dual Lewis acid-Lewis base activators to provide a varied repertoire of functionality-rich alfa,beta-unsaturated-?-amino-?-silyloxy carbonyl structures, in useful yields and often with an exquisite level of diastereoselection.
Vicarious Silylative Mukaiyama Aldol Reaction: A Vinylogous Extension.
Rassu G;
2008
Abstract
A vinylogous, silylative, and direct variant of the venerable Mukaiyama aldol reaction has been developed. Exploiting N-Boc-pyrrol-2(5H)-one as the conjugate donor, several aldehyde and ketone acceptors were scrutinized under the guidance of suitable dual Lewis acid-Lewis base activators to provide a varied repertoire of functionality-rich alfa,beta-unsaturated-?-amino-?-silyloxy carbonyl structures, in useful yields and often with an exquisite level of diastereoselection.File in questo prodotto:
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