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

By Paul A. Clarke, Gabriele A. Rolla, Andrew P. Cridland and Andrew A. Gill

Abstract

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

Year: 2007
DOI identifier: 10.1016/j.tet.2007.06.071
OAI identifier: oai:eprints.whiterose.ac.uk:3374

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