Asymmetric vinylogous aldol reaction of silyloxy furans with a chiral organic salt.

ABSTRACT: Despite their synthetic significance there is a general lack of asymmetric vinylogous aldol reactions that tolerate variations of both the silyloxy furans and aldehydes. We have developed a new chiral organic catalyst based on a carboxylate-ammonium salt prepared from a thiourea-amine and a carboxylic acid. This new catalyst enabled us to develop an efficient asymmetric vinylogous aldol reaction of unprecedented scope with respect to both 2-trimethylsilyloxy furans and aldehydes.

SUBMITTER: Singh RP 

PROVIDER: S-EPMC2925177 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature