SYNTHETIC METHODS AND REACTIONS .144. REGIOSPECIFIC AND CHEMOSELECTIVE RING-OPENING OF EPOXIDES WITH TRIMETHYLSILYL CYANIDE POTASSIUM CYANIDE 18-CROWN-6 COMPLEX

被引：53

作者：

SASSAMAN, MB

PRAKASH, GK

OLAH, GA

机构：

[1] UNIV SO CALIF,DONALD P & KATHERINE B LOKER HYDROCARBON RES INST,LOS ANGELES,CA 90089

[2] UNIV SO CALIF,DEPT CHEM,LOS ANGELES,CA 90089

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 07期

关键词：

D O I：

10.1021/jo00294a012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trimethylsilyl cyanide with catalytic potassium cyanide/18-crown-6 complex opens epoxides regiospecifically to give 3-((trimethylsilyl)oxy) nitriles. The addition of cyanide occurs at the least substituted carbon. The reaction is chemoselective for monosubstituted epoxides due the participation of a pentavalent silicon species. © 1990, American Chemical Society. All rights reserved.

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页码：2016 / 2018

页数：3

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