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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 19
159
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Original Articles

A One-Pot Synthesis of (E)-5-Bromo-2-pentenoate Esters

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Pages 2979-2982 | Received 31 Jul 1990, Published online: 24 Oct 2006
 

Abstract

Addition of hydrogen bromide gas to acrolein followed by reaction with a stabilized triphenylphosphoranylidene ylide in benzene solvent affords (E)-5-bromo-2-pentenoate esters in 60–80% yield with greater than 90% selectivity for the E double bond isomer.

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