3-CARBON RING EXPANSION OF BORACYCLANES

被引：11

作者：

BROWN, HC

JAYARAMAN, S

机构：

[1] H. C. Brown and R. B. Wetherill Laboratories, Chemistry Purdue University, West Lafayette

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)60599-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(Alpha-Chloroallyl)lithium, generated in situ from LiNR2 and allyl chloride, reacts with cyclic borinates to furnish ring-expanded allylic boracyclenes. The undesired protonolysis by the amine generated during metalation has been overcome either by increasing the steric bulk of the alkoxy group on boron or by addition of BF3.OEt2 to deactivate the amine. The synthetic utility of the allylic B-alkoxy-3-boracyclenes has been demonstrated.

引用

页码：3997 / 4000

页数：4

共 24 条

[21] (CHLOROMETHYL)LITHIUM - EFFICIENT GENERATION AND CAPTURE BY BORONIC ESTERS AND A SIMPLE PREPARATION OF DIISOPROPYL (CHLOROMETHYL)BORONATE [J].