135556-49-9

Upstream product

• 51112-82-4 (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one 
• 2129-89-7 diphenyl(methyl)phosphine oxide 

Downstream Products

• 87832-30-2 (Z)-1-(3,5-Dinitrobenzoyloxy)penta-2,4-diene 
• 135440-55-0 6-exo-(3,5-dinitrobenzoyloxymethyl)-5-exo-vinyl-7-oxabicyclo<2.2.1>hept-2-ene 
• 135440-53-8 2-(Diphenyl-phosphinoyl)-1-((1R,2R,3S,4S)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-ethanol 
• 135440-56-1 (Z)-5-Diphenylphosphinoyl-4-hydroxypent-2-en-1-ol 
• 135440-57-2 (furan-2-ylmethyl)diphenylphosphine oxide 

Relevant 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

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.