Asymmetric Direct Vinylogous Michael Addition to 2-Enoylpyridine N-Oxides Catalyzed by Bifunctional Thio-Urea

作者:Rout Subhrajit; Ray Sumit K; Unhale Rajshekhar A; Singh Vinod K*
来源:Organic Letters, 2014, 16(21): 5568-5571.
DOI:10.1021/ol5025794

摘要

Catalytic enantioselective direct vinylogous Michael addition of a,a-dicyanoalkenes to 2-enoylpyridine N-oxides with a bifunctional organocatalyst is described. The methodology offers an efficient way to install an asymmetric carbon-carbon bond at the ?-position of a,a-dicyanoalkenes in excellent regio-, diastereo-, and enantioselectivity. Further, application in desymmetrization of achiral a,a-dicyanoalkene to access highly functionalized enantioenriched cyclohexylidenemalononitrile derivatives has been demonstrated.

  • 出版日期2014-11-7