Enantioselective transformation of alpha, beta-unsaturated aldehydes using chiral organic catalysts

摘要

Nonmetallic organic catalysts are provided that facilitate the enantioselective reaction of α, β-unsaturated aldehydes. The catalysts are chiral imidazolidinone compounds having the structure of formula (IIA) or (IIB) or are acid addition salts thereof, wherein, in one preferred embodiment, R1 is C1-C6 alkyl, R2 is tri(C¿1?-C6 alkyl)substituted methyl, R?3 and R4¿ are hydrogen, and R5 is phenyl optionally substituted with one 1 or 2 substituents selected from the group consisting of halo, hydroxyl, and C¿1?-C6 alkyl. The chiral imidazolidinones are useful in catalyzing a wide variety of reactions, including cycloaddition reactions, Friedel-Crafts alkylation reactions, and Michael additions.