Asymmetric transfer hydrogenation of beta,gamma-alkynyl alpha-imino esters by a Brønsted acid.
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.
Kang
Qiang
Q
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Zhao
Zhuo-An
ZA
You
Shu-Li
SL
D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D007098:Imino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010756:Phosphoric Acids / Q000737:chemistry*
D004952:Esters; D007098:Imino Acids; D010756:Phosphoric Acids; C030242:phosphoric acid