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通过对羟脯氨酸衍生的二氧哌嗪进行定向氧化构建环硫二氧哌嗪。

Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines.

作者信息

Overman Larry E, Sato Takaaki

机构信息

Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92687-2025, USA.

出版信息

Org Lett. 2007 Dec 6;9(25):5267-70. doi: 10.1021/ol702518t. Epub 2007 Nov 15.

Abstract

Functionalization of the angular methine carbon of hydroxyproline-derived dioxopiperazines by a radical-promoted C-H bond oxidation, which is directed by a proximal (bromomethyl)silyl group, is described. This regioselective oxidation is the key step in a new synthesis of epidithiodioxopiperazines.

摘要

描述了通过由近端(溴甲基)硅基引导的自由基促进的C-H键氧化对羟脯氨酸衍生的二氧代哌嗪的角次甲基碳进行官能化。这种区域选择性氧化是新合成环硫二氧代哌嗪的关键步骤。

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