Organocatalytic Enantioselective Cascade Michael−Michael−Wittig Reactions of Phosphorus Ylides: One-Pot Synthesis of the <i>all</i>-<i>cis</i> Trisubstituted Cyclohexenecarboxylates via the [1 + 2 + 3] Annulation

Abstract

The stereoselective synthesis of all-cis 5-nitro-4,6-diphenylcyclohex-1-enecarboxylic ester has been achieved by an organocatalytic asymmetric Michael-Michael-Wittig cascade reaction of phosphorus ylides, nitroolefins, and alpha,beta-unsaturated aldehydes with excellent enantioselectivities (up to >99% ee).