HIGHLY GENERAL-SYNTHESIS OF [E]- AND [Z]-3-ALKYLSUBSTITUTED ALLYLBORONATES VIA ONE-CARBON HOMOLOGATION OF STEREOSPECIFIC 1-ALKEN-1-YLBORONATES

被引:23
作者
BROWN, HC
PHADKE, AS
BHAT, NG
机构
[1] H. C. Brown and R. B. Wetherill Laboratories of Chemistry, Purdue University, West Lafayette
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(00)61491-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereospecific 1-alken-1-ylboronates readily react with in situ generated chloromethyllithium, producing the corresponding allylboronate in good yields and in excellent stereochemical purities. These are very important synthetic intermediates and conversion of a representative derivative, [E]-2-(2-heptenyl)-1,3,2-dioxaborinane, 2 (R(1)=C4H9, R(2)=R(3)=H), into several compounds of synthetic interest is described.
引用
收藏
页码:7845 / 7848
页数:4
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