A new and efficient epoxide ring opening via poor nucleophiles:: Indole, p-nitroaniline, borane and O-trimethylsilylhydroxylamine in lithium perchlorate

被引：24

作者：

Heydari, A

Mehrdad, M

Maleki, A

Ahmadi, N

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

[2] Shahid Beheshti Univ, Dept Phytochem, Tehran, Iran

来源：

SYNTHESIS-STUTTGART | 2004年 / 10期

关键词：

lithium perchlorate; epoxide; beta-amino alcohols;

D O I：

10.1055/s-2004-822406

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly regioselective ring opening of 2,3-dimethyloxirane, 2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 M lithium per-chlorate-Et2O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambient temperatures.

引用

页码：1563 / 1565

页数：3

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