96302-64-6

Upstream product

• 79422-30-3 heptyl(diphenyl)phosphineoxide 
• 123-73-9 crotonaldehyde 
• 123-73-9 trans-Crotonaldehyde 
• 19259-70-2 n-hexyldiphenylphosphine oxide 
• 3102-33-8 trans-3-penten-2-one 

Downstream Products

• 96302-81-7 (E)-5-diphenylphosphinoyldec-3-en-2-ol 
• 96302-71-5 (4RS,5SR; E)-2-acetoxy-5-diphenylphosphinoyldec-3-ene 
• 96302-71-5 (2RS,5RS; E)-2-acetoxy-4-diphenylphosphinoyldec-3-ene 
• 96302-71-5 (E)-2-acetoxy-5-diphenylphosphinoyldec-3-ene 
• 101681-03-2 5-diphenylphosphinoyl-3-(3-phenylpropylsulfanyl)decane-2,4-diol 
• 101681-03-2 (2S,3R,4R,5R)-5-(Diphenyl-phosphinoyl)-3-(3-phenyl-propylsulfanyl)-decane-2,4-diol 
• 101681-03-2 (2RS,3SR,4SR,5SR)-5-diphenylphosphinoyl-3-(3-phenylpropylsulfanyl)decane-2,4-diol 
• 99381-89-2 (R)-1-{(2R,3S)-3-[(R)-1-(Diphenyl-phosphinoyl)-hexyl]-oxiranyl}-ethanol 
• 99381-89-2 (S)-1-{(2R,3S)-3-[(R)-1-(Diphenyl-phosphinoyl)-hexyl]-oxiranyl}-ethanol 
• 99381-89-2 (R)-1-{(2S,3R)-3-[(R)-1-(Diphenyl-phosphinoyl)-hexyl]-oxiranyl}-ethanol 
• 99381-89-2 (S)-1-{(2S,3R)-3-[(R)-1-(Diphenyl-phosphinoyl)-hexyl]-oxiranyl}-ethanol 
• 101681-04-3 (2RS,3RS,E)-3-(3-phenylpropylsulfanyl)dec-4-en-2-ol 
• 101681-04-3 (2RS,3RS,Z)-3-(3-phenylpropylsulfanyl)dec-4-en-2-ol 
• 101681-02-1 (2RS,3SR,4SR,5SR)-5-diphenylphosphinoyl-4-(3-phenylpropylsulfanyl)decane-2,3-diol 

Relevant 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

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

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

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 (E, Z AND ERYTHRO, THREO) SYNTHESIS OF β-HYDROXYALLYLIC SULPHIDES

All four isomers of substituted 3-alkylthio-4-hydroxybutenes have been synthesised: both the geometry of the double bond and the relative stereochemistry of the two chiral centres are controlled.

STEREOCONTROLLED SYNTHESIS OF δ-HYDROXY ALLYLIC PHOSPHINE OXIDES BY ALLYLIC ESTER TRANSPOSITION

The title compounds (3) were synthesised by stereospecific rearrangement, controlled by the Ph2PO group, from single isomers of the Horner-Wittig adducts (1).