Journal of the Chemical Society. Perkin transactions I p. 1485 - 1492 (1991)
Update date:2022-08-04
Topics:
Brown, Paul S.
Greeves, Nicholas
McElroy, Andrew B.
Warren, Stuart
Acylation of Ph2P(O)Me with a lactone gives a Horner-Wittig intermediate with a Z-double bond protected as a Diels-Alder adduct with furan and hence (Z)-penta-2,4-dien-1-ol.Substituted (E)-penta-2,4-dien-1-ols are available by a more general route involving addition of enals to phosphine oxides, a regiochemically controlled allylic alcohol transposition, and a Horner-Wittig reaction.The geometry of only one double bond can be controlled.
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