ol5025794_si_002.cif (14.09 kB)
Asymmetric Direct Vinylogous Michael Addition to 2‑Enoylpyridine N‑Oxides Catalyzed by Bifunctional Thio-Urea
dataset
posted on 2014-11-07, 00:00 authored by Subhrajit Rout, Sumit
K. Ray, Rajshekhar A. Unhale, Vinod K. SinghCatalytic
enantioselective direct vinylogous Michael addition of
α,α-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 γ-position of α,α-dicyanoalkenes in
excellent regio-, diastereo-, and enantioselectivity. Further, application
in desymmetrization of achiral α,α-dicyanoalkene to access
highly functionalized enantioenriched cyclohexylidenemalononitrile
derivatives has been demonstrated.