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磷(V)介导转化的催化作用:Appel 条件下环氧化物的氯化反应。

Catalysis of phosphorus(V)-mediated transformations: dichlorination reactions of epoxides under Appel conditions.

机构信息

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom.

出版信息

Org Lett. 2010 Oct 15;12(20):4678-81. doi: 10.1021/ol102010h.

DOI:10.1021/ol102010h
PMID:20845932
Abstract

A stereospecific triphenylphosphine oxide-catalyzed 1,2-dichlorination reaction of epoxides has been developed. The reaction is effective for a range of terminal and internal epoxides. In contrast to the classical Appel-type dichlorination of epoxides, oxalyl chloride is used as a stoichiometric reagent to generate the chlorophosphonium salt responsible for dichlorination from catalytic triphenylphosphine oxide.

摘要

一种立体定向的三苯基氧化膦催化的环氧化物 1,2-二氯化反应已经被开发出来。该反应对一系列末端和内部环氧化物都有效。与经典的 Appel 型环氧化物二氯化反应不同,草酰氯被用作化学计量试剂,从催化三苯基氧化膦中生成负责二氯化的氯膦盐。

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