An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol

被引：9

作者：

Clarke, Paul A. ^{[1
,2
]}

Rolla, Gabriele A. ^{[1
,2
]}

Cridland, Andrew P. ^{[2
]}

Gill, Andrew A. ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

[2] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON | 2007年 / 63卷 / 37期

基金：

英国工程与自然科学研究理事会;

关键词：

functionalised dienes; hexacyclinic acid; (E)-3-hydroxyprop-1-enylboronic acid; scaleable synthesis;

D O I：

10.1016/j.tet.2007.06.071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol has been devised. This new route increases the throughput and yield of the diene product by circumventing a low yielding preparation of boronic acid intermediate as well as removing the need to use multi-gram quantities of highly toxic thallium salts. In the process of developing this new route, a higher yielding preparation of ( E)-3-hydroxyprop-1-enylboronic acid was also achieved. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：9124 / 9128

页数：5

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