Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal - 462 066, MP, India.
Org Lett. 2014 Nov 7;16(21):5568-71. doi: 10.1021/ol5025794. Epub 2014 Oct 13.
Catalytic 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.
本文描述了一种双功能有机催化剂促进的α,α-二氰基烯烃与 2-烯酰基吡啶 N-氧化物的催化对映选择性直接 vinylogous Michael 加成反应。该方法为在α,α-二氰基烯烃的γ-位构建不对称碳-碳键提供了一种有效途径，具有优异的区域、非对映和对映选择性。此外，该方法还应用于非手性α,α-二氰基烯烃的去对称化，以获得高功能化的手性富集环己基烯基丙二腈衍生物。
