An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity

Abstract

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields,to the corresponding γ-cyanoacids, which on hydrogenation yielded γ-aminoacids. Thistwo step methodology improves upon previously described results. Poor e.e’s resultedfrom our attempts to drive the enantioselectivity of this transformation by chiral amideinduction.

Keywords

• GABA
• γ-aminoacids
• bromoacetonitrile
• enediolate
• regioselectivity.