96302-92-0Relevant academic research and scientific papers
Stereochemical Control (E/Z and syn/anti) by the Diphenylphosphinoyl Group in the Synthesis of Allylic Alcohols by Allylic Rearrangement and by 1,4-Diastereoselective Reduction of Enones
Clayden, Jonathan,Collington, Eric W.,Elliott, Jason,Martin, Stephen J.,McElroy, Andrew B.,et al.
, p. 1849 - 1860 (2007/10/02)
Allylic rearrangement of substituted 2-hydroxyalk-3-en-1-yl(diphenyl)phosphine oxides to 4-hydroxyalk-2-en-1-yl(diphenyl)phosphine oxides can be performed with total regio- and reasonable stereochemical control.Alternatively, the reduction of substituted
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.
STEREOCONTROLLED SYNTHESIS OF δ-HYDROXY ALLYLIC PHOSPHINE OXIDES BY ALLYLIC ESTER TRANSPOSITION
McElroy, Andrew B.,Warren, Stuart
, p. 1677 - 1680 (2007/10/02)
The title compounds (3) were synthesised by stereospecific rearrangement, controlled by the Ph2PO group, from single isomers of the Horner-Wittig adducts (1).
