Catalyst Control in Sequential Asymmetric Allylic Substitution: Stereodivergent Access to <i>N,N</i>-Diprotected Unnatural Amino Acids

Abstract

The sequential use of Cu-catalyzed asymmetric allylic alkylation, olefin cross-metathesis, and Ir-catalyzed asymmetric allylic amination allows the concise, stereodivergent synthesis of complex chiral amines with complete regiocontrol and good diastereoselectivity, exemplified by the synthesis of a pair of diastereoisomeric unnatural branched amino acid derivatives.