145652-79-5Relevant academic research and scientific papers
The Synthesis of δ-Hydroxy Allylic Phosphine Oxides by Palladium(II)-catalysed Allylic Acetate Transposition
Clayden, Jonathan,Warren, Stuart
, p. 2913 - 2924 (2007/10/02)
Palladium(II)-catalysed allylic acetate transposition, when driven by the diphenylphosphinoyl (Ph2PO) group, is regiospecific (acetate moves away from the Ph2PO group), stereoselective (the new double bond is E), and stereospecific (the acetate moves supr
The Synthesis of δ-Hydroxy Allylic Phosphine Oxides by Palladium(II)-Catalysed Allylic Transposition
Clayden, Jonathan,Collington, Eric W.,Warren, Stuart
, p. 7039 - 7042 (2007/10/02)
Palladium(II)-catalysed rearrangement of allylic acetates 5, which contain a diphenylphosphinoyl group, yields transposed acetates 6 in good yield.The reaction is mild, general for most substitution patterns, and stereospecific.The transposed acetates 6 m
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.
