Asymmetric catalysis of Nozaki-Hiyama allylation and methallylation with a new tridentate bis(oxazolinyl)carbazole ligand

被引：179

作者：

Inoue, M ^{[1
]}

Suzuki, T ^{[1
]}

Nakada, M ^{[1
]}

机构：

[1] Waseda Univ, Sch Sci & Engn, Dept Chem, Shinjuku Ku, Tokyo 1698555, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 05期

关键词：

D O I：

10.1021/ja021243p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This work describes the development of a new tridentate ligand effective for the asymmetric catalysis of Nozaki-Hiyama allylation and methallylation. Various aldehydes were allylated or methallylated with good enantioselectivity (86-96%), and a key intermediate of calcitriol lactone synthesis was also obtained with excellent diastereoselectivity (97% de, 91%). The enantioselective reaction catalyzed by this Cr-ligand complex is applicable to a broad range of aldehydes and has great potential for natural product synthesis. Another remarkable feature of this ligand is the stability of the Cr-ligand complex which was recovered after the enantioselective reaction and recycled twice without diminishing the enantioselectivity and yield. Copyright © 2003 American Chemical Society.

引用

页码：1140 / 1141

页数：2

共 32 条

[1] Synthetic variations based on low-valent chromium:: new developments [J].