Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis
Giovani Gutierrez, Jason A. Wilt, Sher Muhammad, Emily Girotti, Diego Rodriguez, Byoungmoo Kim
Abstract
Carboxylic acids are valued synthetic building blocks that offer shelf life stability, structural diversity, and wide commercial availability. Despite the remarkable synthetic utility of carboxylic acids, a direct enantioselective deoxygenative functionalization of carboxylic acids remains rare. We present enantioselective deoxygenative amino-cyanation of carboxylic acids using a novel Ti IV -multicatalytic system that catalytically modified each C–O bond of carboxylic acid to C–C, C–N, and C–H bonds, generating enantio-enriched chiral α-amino nitriles (up to 98:2 er).
Topics & Concepts
CyanationChemistryEnantioselective synthesisAmino acidCarboxylic acidOrganic chemistryCombinatorial chemistryCatalysisBiochemistryChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis