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A Convenient Method for the Synthesis of Terminal (E)-1,3-Dienes

Yong Wang, F. G. West*

*Department of Chemistry, 11227 Saskatchewan Drive, University of Alberta, Edmonton, Alberta T6G 2G2, Canada, Email: frederick.westualberta.ca

Y. Wang, F. G. West, Synthesis, 2002, 99-103.

DOI: 10.1055/s-2002-19297


Abstract

Lithiated allylic phosphonates undergo efficient olefination reactions with a variety of aldehydes in the presence of HMPA to give terminal 1,3-dienes with high selectivity for the E-isomer. This method is general and procedurally simple.

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Key Words

aldehydes, alkenation, phosphorus, Wittig-Horner reaction, ylides


ID: J66-Y2002-1440