手性席夫碱作为二烷基锌对醛催化加成反应中高活性和对映选择性的催化剂。

Chiral Schiff bases as highly active and enantioselective catalysts in catalytic addition of dialkylzinc to aldehydes.

作者信息

Tanaka Takanori, Sano Yuki, Hayashi Masahiko

机构信息

Department of Chemistry, Graduate School of Science, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Hyogo 657-8501, Japan.

出版信息

Chem Asian J. 2008 Sep 1;3(8-9):1465-71. doi: 10.1002/asia.200800132.

DOI:10.1002/asia.200800132

PMID:18604828

Abstract

We have developed chiral Schiff base catalysts based on the ONO-tridentate ligand for the catalytic enantioselective addition of dialkylzinc to aldehydes. Various aldehydes were smoothly converted into corresponding optically active secondary alcohols with high enantioselectivity (up to 98 % ee) in high yield. Furthermore, we have succeeded in decreasing the catalyst loading minimum to 0.1 mol % in the chiral Schiff base-catalyzed enantioselective alkylation of aldehydes.

摘要

我们基于ONO三齿配体开发了手性席夫碱催化剂，用于催化二烷基锌对醛的对映选择性加成反应。各种醛能顺利地转化为相应的光学活性仲醇，对映选择性高（高达98% ee），产率也高。此外，在醛的手性席夫碱催化对映选择性烷基化反应中，我们成功地将催化剂负载量最低降至0.1 mol%。