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Synlett 1996; 1996(12): 1197-1198
DOI: 10.1055/s-1996-5701
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2-Alkenylphosphonates and PO-Ylids Derived Thereof in trans Selective Horner-Wittig Olefination Reactions

Rong-qiang Liu, Manfred Schlosser*
  • *Institut de Chemie organique de l’Université, Bâtiment de Chemie (BCh), CH-1015 Lausanne-Dorigny, Switzerland, Fax +41(21)6923965
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Publication Date:
31 December 2000 (online)

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Allylic PO-ylids generated from dialkyl or diaryl 2-alkenyl-phosphonates by treatment with a strong base react with aldehydes to afford 1,3-dienes trans-selectively. The newly formed double bond typically exhibits (Z/E) ratios of 1 : 99.

allyl type phosphonic acid esters - dienes - trans stereoselectivity - Horner olefination reactions - PO-ylids