BORON-ACTIVATION OF ACETYLENES TO NUCLEOPHILIC-ADDITION REACTIONS

被引：28

作者：

COOKE, MP

机构：

[1] Department of Chemistry, Washington State University, Pullman

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 11期

关键词：

D O I：

10.1021/jo00090a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleophilic carbon centers formed through metal-halogen exchange reactions have been found to undergo rapid intramolecular addition reactions with boron-activated acetylenes giving 4- and 5-membered cyclic boron-stabilized vinyl anions which may be trapped with electrophiles. Adducts of these anions with aldehydes fail to undergo the boron-Wittig reaction, but instead undergo acid-catalyzed dehydration to dimesitylboryl-substituted dienes.

引用

页码：2930 / 2931

页数：2

共 23 条

[1]

[Anonymous], 1959, ORGANIC REACT

[2] CYCLIZATION OF ACETYLENIC ALKYLLITHIUMS [J].