Highly Enantio- and Diastereoselective Organocatalytic Domino Michael-Aldol Reactions of beta-Diketone and beta-Ketosulfone Nucleophiles with alpha,beta-Unsaturated Ketones

摘要

A chiral imidazolidine catalyst was shown to catalyze the highly enantio- and diastereoselective domino Michael-aldol reaction of beta-diketone and beta-ketosulfone derivatives with alpha,beta-unsaturated ketones to form optically active cyclohexanones having three or four contiguous chiral centers.The Michael-aldol adducts were formed as single diastereomers in up 99% ee.