Initial interaction of triphenylphosphonium-2-propenylide with prenal prior to Wittig olefination

Article abstract of DOI:10.1080/00397919908085931

The interaction of triphenylphosphonium-2-propenylide (2) with prenal (6) is shown to proceed via initial C(γ)-C₁ addition, followed by dissociation of the coupling product and C(α)-C₁ recombination to produce the corresponding betaine, which eliminates triphenyphosphine oxide to yield (E)- and (Z)-6-methyl-1,3,5-triene (7a,b) as the Wittig olefination products.

Full text of DOI:10.1080/00397919908085931

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Initial Interaction of
Triphenylphosphonium-2-
propenylide with Prenal Prior to
Wittig Olefination
David F. Schneider a & Abraham C. Venter a
a Chemistry Department , University of Stellenbosch ,
Stellenbosch, 7600, South Africa
Published online: 17 Sep 2007.
To cite this article: David F. Schneider & Abraham C. Venter (1999) Initial Interaction of
Triphenylphosphonium-2-propenylide with Prenal Prior to Wittig Olefination, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic Organic
Chemistry, 29:18, 3067-3081, DOI: 10.1080/00397919908085931
To link to this article: http://dx.doi.org/10.1080/00397919908085931
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