Enantioselective oxidation of vic-diols to optically active α-hydroxy ketones by a fructose-derived dioxirane

被引：27

作者：

Adam, W ^{[1
]}

Saha-Möller, CR ^{[1
]}

Zhao, CG ^{[1
]}

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 23期

关键词：

D O I：

10.1016/S0957-4166(98)00444-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Optically active alpha-hydroxy ketones 3 have been prepared in moderate to good enantioselectivities through asymmetrization of meso-, and kinetic resolution of, racemic vic-diols 2 by enantioselective oxidation with the in situ generated dioxirane from the fructose-derived ketone 1; the opposite sense in the enantioselectivity of the two processes is explained in terms of the hydrogen-bonded transition-state structures for the concerted C-H oxygen insertion. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4117 / 4122

页数：6

共 29 条

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