Asymmetric Hetero-Diels-Alder Reactions Catalyzed by Chiral Dirhodium(II) Complexes

Abstract

This article highlights our recent studies on chiral dirhodium(II) complex-catalyzed asymmetric hetero-Diels-Alder (HDA) reactions. Rh₂(S-BPTPI)₄, a dirhodium(II) carboxamidate complex which incorporates (S)-3-(benzene-fused-phthalimido)-2-piperidinonate as bridging ligands, has been identified as a highly efficient Lewis acid catalyst for endo-selective and enantioselective HDA reactions of aldehydes with electron-rich 1,3-butadienes such as Danishefsky-type dienes, monooxygenated dienes, Rawal’s dienes and 2-aza-3-silyloxy-1,3-butadienes.