96302-79-3Relevant academic research and scientific papers
The Synthesis of (Z)-Penta-2,4-dien-1-ol and Substituted (E)-Pentadienols by the Stereochemically Controlled Horner-Wittig Reaction
Brown, Paul S.,Greeves, Nicholas,McElroy, Andrew B.,Warren, Stuart
, p. 1485 - 1492 (2007/10/02)
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.
TRANSPOSITION OF ALLYLIC ALCOHOLS CONTROLLED BY THE Ph2PO GROUP: REAGENTS FOR α-HYDROXY-DIENE SYNTHESIS BY THE HORNER-WITTIG REACTION
Brown, Paul S.,McElroy, Andrew B.,Warren Stuart
, p. 249 - 252 (2007/10/02)
4-Hydroxy-2-alkenyldiphenylphosphine oxides, prepared by a phosphorus-controlled allylic rearrangement, give dianions and hence α-hydroxydienes (substitued penta-2,4-dienols) by the Horner-Wittig reaction.
