Water vs. desiccant. Improvement of Yb-BINOL complex catalyzed enantioselective epoxidation of enones

被引：65

作者：

Watanabe, S

Kobayashi, Y

Arai, T

Sasai, H

Bougauchi, M

Shibasaki, M

机构：

[1] Osaka Univ, Inst Sci & Ind Res, Ibaraki, Osaka 5670047, Japan

[2] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 40期

关键词：

asymmetric reactions; catalysis; epoxidation; enones;

D O I：

10.1016/S0040-4039(98)01578-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Yb-BINOL-complex-catalyzed enantioselective epoxidation of alpha,beta-unsaturated ketones (enones) was greatly improved by addition of a small amount of water (ca. 5 equiv to Yb). Optimized conditions and a plausible mechanism of the role of water and molecular sieves in asymmetric epoxidation are also described. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7353 / 7356

页数：4

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