通过钯催化的N-烯基芳基乙炔酰胺环异构化反应实现轴手性的高对映选择性构建。

Highly enantioselective construction of axial chirality by palladium-catalyzed cycloisomerization of N-alkenyl arylethynylamides.

作者信息

Imase Hidetomo, Suda Takeshi, Shibata Yu, Noguchi Keiichi, Hirano Masao, Tanaka Ken

机构信息

Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.

出版信息

Org Lett. 2009 Apr 16;11(8):1805-8. doi: 10.1021/ol900373z.

DOI:10.1021/ol900373z

PMID:19281251

Abstract

A cationic palladium(II)/(S)-xyl-Segphos complex catalyzes enantioselective cycloisomerizations of N-alkenyl arylethynylamides leading to axially chiral 4-aryl-2-pyridones in high yields with high ee values. The present catalysis represents the first enantioselective construction of axial chirality by the transition-metal-catalyzed cycloisomerization.

摘要

一种阳离子钯（II）/（S）-二甲苯-联二萘酚膦络合物催化N-烯基芳基乙炔酰胺的对映选择性环异构化反应，以高收率和高对映体过量值生成轴手性4-芳基-2-吡啶酮。目前的催化反应代表了通过过渡金属催化的环异构化首次实现轴手性的对映选择性构建。