101680-86-8

Upstream product

• 75-56-9 methyloxirane 
• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 598-32-3 2-hydroxy-3-butene 
• 4559-70-0 Diphenylphosphine oxide 
• 4124-07-6 homoallyldiphenylphosphane 
• 829-85-6 diphenylphosphane 
• 1079-66-9 chloro-diphenylphosphine 
• 67217-31-6 (3-oxobutyl)diphenylphosphine oxide 
• 127686-64-0 (3-butenyl)diphenylphosphine-borane complex 
• 126338-58-7 2-methyl-4-diphenylphosphinyl-1-butene 

Downstream Products

• 14580-99-5 3-diphenylphosphinoylpropyl acetate 
• 101680-91-5 4-diphenylphosphinoyl-4-hydroxyundecan-5-one 
• 89625-19-4 erythro-3-diphenylphosphinoylpentane-1,4-diol 
• 89625-19-4 threo-3-diphenylphosphinoylpentane-1,4-diol 
• 89625-16-1 3-diphenylphosphinoyl-5-hydroxypentan-2-one 
• 122552-32-3 3-(Diphenyl-phosphinoyl)-2-methyl-tetrahydro-furan-2-ol 
• 101680-94-8 4-diphenylphosphinoylundecane-2,5-diol 
• 101680-94-8 (4R,5S)-4-(Diphenyl-phosphinoyl)-undecane-2,5-diol 
• 101680-94-8 (4R,5R)-4-(Diphenyl-phosphinoyl)-undecane-2,5-diol 
• 101680-88-0 3-diphenylphosphinoylbutyl heptanoate 

Relevant academic research and scientific papers

α- and β-diphenylphosphorylated secondary alkanols: I. general method of synthesis and extraction properties towards f-elements

A simple and effective general method of synthesis of α- and β-diphenylphosphorylated secondary alkanols by the reduction of the corresponding phosphorylalkanones with NaBH4 was developed. The extraction properties of the resulting phosphorylalkanols Phs

Intramolecular hydroboration of unsaturated phosphine boranes

Homoallylic phosphine boranes undergo intramolecular hydroboration upon activation by triflic acid. The reaction occurs via an intermediate B- trifluorosulfonyloxyborane complex such as 15, followed by SN1-like or SN2-like displaceme

A mechanistic alternative for the intramolecular hydroboration of homoallylic amine and phosphine borane complexes

Intramolecular hydroboration is demonstrated starting from homoallylic amine boranes upon activation by iodine. The process involves a B-iodoborane complex as the intermediate and may occur via internal displacement of iodide by the alkene to generate a cationic borane-alkene π-complex on the way to hydroboration products. The reaction can be carried out using a catalytic amount of iodine. Copyright

Et3B-induced radical addition of diphenylphosphine oxide to unsaturated compounds

Et3B-catalysed addition of diphenylphosphine oxide to unsaturated compounds, alkenes, unsaturated acids, allylic alcohols, and allylic α-O-acetyl nitriles constitutes a practical route to a variety of functionalized diphenylphosphine oxides. Th

EXTENSION OF THE HORNER-WITTIG REACTION TO THE SYNTHESIS OF E-ALKENES WITH CHIRAL SUBSTITUENTS: STEREOCHEMICAL CONTROL BY ACYL TRANSFER

Single crystalline diastereoisomers of hydroxyalkyl phosphine oxides (and hence functionalised E-alkenes) can be isolated, even when other chiral centres are present in the molecule, if they are made by acyl transfer.

ACYL TRANSFER REACTIONS WITH PHOSPHINE OXIDES: SYNTHESIS OF E-HOMOALLYLIC ALCOHOLS, CYCLOPROPYL KETONES, AND γ-HYDROXY KETONES

Esters of 3-hydroxypropylphosphine oxides rearrange in base by O to C acyl (RCO) transfer to give the hydroxy ketones (8). threo-Selective reduction of (8) leads to pure E-homoallylic alcohols whilst C to O acyl )Ph2PO) transfer leads to γ-hydroxy ketones with nucleophilic aqueous base or cyclopropyl ketones with BuOKt - HOBut.

SYNTHESIS OF E-HOMOALLYLIC ALCOHOLS, γ-HYDROXYKETONES, AND CYCLOPROPYL KETONES FROM 3-DIPHENYLPHOSPHINOYL (Ph2PO) PROPANOLS BY ACYL TRANSFER

Carboxyl transfer (O*C) on 3-Ph2PO propyl esters (9) gives an intermediate (10) from which the Ph2PO group may be removed by the Horner-Witting reaction or by Ph2PO transfer (C*O) to give the title compounds.