Screening chiral fluorinated binaphthyl ketone catalysts for asymmetric epoxidation

被引：41

作者：

Stearman, CJ ^{[1
]}

Behar, V ^{[1
]}

机构：

[1] Rice Univ, Dept Chem, Houston, TX 77251 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 11期

关键词：

asymmetric synthesis; epoxidation; dioxirane;

D O I：

10.1016/S0040-4039(02)00173-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of five chiral binaphthyl ketone catalysts 4-8 with variable distributions of fluorine atoms alpha to the carbonyl have been synthesized. These catalysts were screened in the asymmetric epoxidation of trans-beta-methylstyrene. The best catalyst was alpha,alpha'-difluoroketone 6 which catalyzed the epoxidation to trans-beta-methylstyrene oxide with 100%. conversion and 86% e.e. at 10 mol%,, catalyst loading. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：1943 / 1946

页数：4

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