Asymmetric transfer hydrogenation of beta,gamma-alkynyl alpha-imino esters by a Brønsted acid

Organic Letters
Qiang KangShu-Li You

Abstract

Asymmetric synthesis of trans-alkenyl alpha-amino esters was realized by chiral phosphoric acid catalyzed transfer hydrogenation of beta,gamma-alkynyl alpha-imino esters. Utilizing Hantzsch esters as the hydrogen donor, both the alkyne and imine moieties of beta,gamma-alkynyl alpha-imino esters were reduced to afford trans-alkenyl alpha-amino esters with up to 96% ee.

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