NEW PREPARATION OF REACTIVE ZINC METAL BY ELECTROLYSIS AND ITS USE FOR A FACILE ISOPRENYLATION OF ALDEHYDES AND KETONES

被引：22

作者：

TOKUDA, M

MIMURA, N

KARASAWA, T

FUJITA, H

SUGINOME, H

机构：

[1] Division of Organic Synthesis, Faculty of Engineering, Hokkaido University, Sapporo

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60412-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactive zinc metal can be prepared by the electrolysis of a DMF solution containing Et4NClO4 with a platinum cathode and a zinc anode. The reaction of 2-bromomethyl-1,4-dibromo-2-butene (1) with aldehydes or ketones in the presence of the electrogenerated reactive zinc (EGZn) in DMD at 0-degrees-C gave the corresponding isoprenylated alcohols (3a-3n) in good yields.

引用

页码：7607 / 7610

页数：4

共 33 条

[1]

BERTRAND M, 1978, TETRAHEDRON LETT, P2575

[2] CHIRAL SYNTHESIS VIA ORGANOBORANES .26. AN EFFICIENT SYNTHESIS OF ISOPRENYL DERIVATIVES OF BORANE - VALUABLE REAGENTS FOR THE ISOPRENYLBORATION OF ALDEHYDES - A CONVENIENT ROUTE TO BOTH ENANTIOMERS OF IPSENOL AND IPSDIENOL IN HIGH OPTICAL PURITY [J].