Catalytic asymmetric conjugate addition of alpha-cyanoketones for the construction of a quaternary stereogenic center.
Catalytic asymmetric conjugate addition of alpha-cyanoketones for the construction of a quaternary stereogenic center.
复制标题
α-氰酮的催化不对称共轭加成用于构建四元立构中心。
作者：
Yuji Kawato;Noriko Takahashi;N. Kumagai;M. Shibasaki
本文报道了在Y/1催化剂作用下α-氰基酮亲核试剂与乙烯基酮的催化不对称共轭加成反应。高的对映选择性，观察到一系列的芳香族乙烯基酮，提供1，5-二羰基化合物轴承的全碳四元立体中心。通过腈的还原或分子内频哪醇偶联将产物成功地转化为螺哌啶实体和双环[3.3.0]辛烷框架。
The catalytic asymmetric conjugate addition of alpha-cyanoketone pronucleophiles to vinyl ketones promoted by a Y/1 catalyst is described. High enantioselectivity was observed for a range of aromatic vinyl ketones, providing 1,5-dicarbonyl compounds bearing an all-carbon quaternary stereogenic center. The product was successfully converted to a spiro-piperidine entity and a bicyclo[3.3.0]octane framework through either the reduction of nitrile or intramolecular pinacol coupling.