Journal of Organic Chemistry 2012-08-17

Modified asymmetric Strecker reaction of aldehyde with secondary amine: a protocol for the synthesis of S-clopidogrel (an antiplatelet agent).

Arghya Sadhukhan, S Saravanan, Noor-ul H Khan, Rukhsana I Kureshy, Sayed H R Abdi, Hari C Bajaj

Index: J. Org. Chem. 77(16) , 7076-80, (2012)

Full Text: HTML

Abstract

A first approach for catalytic asymmetric Strecker reaction of aldehydes with a secondary amine in the presence of sodium fluoride using hydroquinine as chiral catalyst was developed. The catalytic system gave α-aminonitriles in excellent yields (up to 95%) and high enantioselectivities (er up to 94:6). The efficacy of the chiral product was successfully fulfilled in the improved synthesis of (S)-clopidogrel (an antiplatelet agent).