Rhodium-Catalyzed Enantioselective Synthesis of β-Amino Alcohols via Desymmetrization of gem-Dimethyl Groups.

Abstract

Desymmetrization of gem-dimethyl groups en route to the rhodium(III)-catalyzed enantioselective sp3 C-H amidation is reported. Synthetically important β-amino alcohol derivatives were accessed in moderate to good yields and high enantioselectivity. The high enantioselectivity is enabled by an appropriate oxime directing group, sterically biased gem-groups in the C-H substrate, and high reactivity of the amidating reagent.