891-97-4

Upstream product

• 6399-81-1 triphenylphosphine hydrobromide 
• 151310-36-0 (3-carboxypropyl)triphenylphosphanium 
• 73367-76-7 4-Diphenylphosphinoylbutanoic acid 
• 829-85-6 diphenylphosphane 
• 4124-07-6 homoallyldiphenylphosphane 
• 127686-64-0 (3-butenyl)diphenylphosphine-borane complex 
• 40596-44-9 4-iodobutyl acetate 
• 603-35-0 triphenylphosphine 
• 114856-27-8 Methyl 4-diphenylphosphinoylbutanoate 

Downstream Products

• 105445-49-6 (R)-5-[(R)-1-(Diphenyl-phosphinoyl)-4-hydroxy-butyl]-dihydro-furan-2-one 
• 105445-49-6 (S)-5-[(R)-1-(Diphenyl-phosphinoyl)-4-hydroxy-butyl]-dihydro-furan-2-one 
• 105445-36-1 6-(Diphenyl-phosphinoyl)-9-hydroxy-5-oxo-nonanoic acid methyl ester 
• 105445-42-9 6-(Diphenyl-phosphinoyl)-5,9-dihydroxy-nonanoic acid methyl ester 
• 105445-35-0 5-(Diphenyl-phosphinoyl)-8-hydroxy-4-oxo-octanoic acid methyl ester 
• 122552-35-6 threo-2-diphenylphosphinoyl-1-phenylpentane-1,5-diol 
• 101680-98-2 2-diphenylphosphinoyl-5-hydroxy-1-phenylpentan-1-one 
• 101680-95-9 4-diphenylphosphinoylbutyl benzoate 

Relevant academic research and scientific papers

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

A remarkably simple process for monoprotecting diols

Lipase from pig pancreas (PPL) has been shown to catalyse selectively the hydrolysis of alkane-1,n-diol bis-acetates into the corresponding monoacetate.

Stereochemically controlled Synthesis of Unsaturated Alcohols by the Horner-Wittig Reaction

Single isomers (E or Z) of unsaturated alcohols with two to five carbon atoms between the double bond and the OH group may be made by the phosphine oxide version of the Horner-Wittig reaction.Hydroxyalkyldiphenylphosphine oxides react with aldehydes either directly or as silyl ethers to give a moderately Z-selective synthesis, while rearrangement of esters of the same alcohols by acyl transfer or acylation of alkyldiphenylphosphine oxides with lactones gives hydroxy ketones whose reduction and elimination leads to an E-selective synthesis.In most cases, separation of the diastereoisomers of the Horner-Wittig intermediates leads to the preparation of pure E- or Z-alkenols.

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.