46941-66-6

Upstream product

• 52710-37-9 triphenyl(3-methylbutyl)phosphonium iodide 
• 28322-40-9 isoamyltriphenylphosphonium bromide 
• 4559-70-0 Diphenylphosphine oxide 
• 107-82-4 i-pentyl bromide 
• 75-30-9 2-iodo-propane 
• 2096-78-8 vinyldiphenylphosphine oxide 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 603-35-0 triphenylphosphine 
• 1079-66-9 chloro-diphenylphosphine 
• 54067-17-3 diphenylmethylphosphine-borane complex 
• 714956-55-5 (3-methyl-3-butenyl)diphenylphosphine-borane complex 
• 89091-85-0 2-diphenylphosphinoyl-4-methyl-1-phenylpentan-1-one 
• 4145-83-9 (3-methylbuta-1,2-dien-1-yl)diphenylphosphine oxide 

Downstream Products

• 88533-66-8 2-(Diphenyl-phosphinoyl)-4-methyl-1-phenyl-pentan-1-ol 
• 88533-66-8 2-(Diphenyl-phosphinoyl)-4-methyl-1-phenyl-pentan-1-ol 
• 295357-00-5 [3-methyl-1-(methylthio)butyl]diphenylphosphine oxide 
• 75437-07-9 [(1E)-4-methyl-1-penten-1-yl]benzene 
• 54624-34-9 [(1Z)-4-methyl-1-penten-1-yl]benzene 
• 88533-66-8 threo-2-diphenylphosphinoyl-4-methyl-1-phenylpentan-1-ol 
• 88533-66-8 erythro-2-diphenylphosphinoyl-4-methyl-1-phenylpentan-1-ol 

Relevant academic research and scientific papers

Selective reduction of allenyl(diphenyl)phosphine oxides to allyl(diphenyl)phosphine oxides

The reduction of allenyl(diphenyl)phosphine oxides with HSiCl3 or LiAlH4 selectively afforded the corresponding allyl(diphenyl)phosphine oxides. 3-Methylbut-2-en-1-yl(diphenyl)phosphine oxide reacted with AlCl3 to give a m

The lithiation reactivity and selectivity of differentially branched alkyldiphenylphosphine oxides - A simple and versatile approach to ortho-functionalized arylphosphine oxides

Alkyldiphenylphosphine oxides typically undergo α-deprotonation with alkyllithium reagents. Here, the lithiation of differentially branched alkyldiphenylphosphine oxides was investigated and a diverse, but predictable reactivity was found. γ-Branched deri

Mechanistic variations in ionic hydrogenation of unsaturated phosphine and amine boranes

Internal hydride transfer occurs when tethered carbocations are generated from unsaturated phosphine or phosphinite boranes. 3-Methylenecyclohexyl-derived boranes 12 or 18 react with MsOH to give ionic hydrogenation products with high syn-selectivity. With unsaturated amine boranes, initial hydrogen evolution gives BH2(OMs) complexes, but IH occurs using excess MsOH in a slower second stage. A diastereoselective reaction occurs from 26b using camphorsulfonic acid (first stage) and MsOH (second stage), affording 33 (68% ee) after hydrolysis.

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

ALKYLATION REACTIONS OF DIALKYL HYDROGEN PHOSPHITES AND DIARYLPHOSPHINE OXIDES UNDER PHASE-TRANSFER CONDITIONS

It was shown that phosphonates and tertiary phosphine oxides can be synthesized by the alkylation of acid phosphites and diarylphosphine oxides in a nonpolar solvent in presence of solid potassium hydroxide and potassium carbonate and also catalytic amounts of 18-crown ether (or in its absence). (Diarylphosphinyl)methyl ethers of mono- and oligo-etylene glycols were synthesized by the reactions of diaryl(chloromethyl)phosphine oxides with lithium glycolates

OPTICALLY ACTIVE PHOSPHINE OXIDES. 3. CONJUGATE ADDITION TO VINYL PHOSPHINE OXIDES IN AQUEOUS MEDIUM.

Optically active phosphine oxides are prepared in aqueous medium via Zn(Cu) promoted addition of alkyl halides to (-)-(S)-methyl-phenylvinylphosphine oxides.

The Stereocontrolled Horner-Wittig Reaction: Synthesis of Disubstituted Alkenes

Addition of the lithium derivatives of phosphine oxides Ph2P(O)CH2R1 to aldehydes gives erythro adducts (11) with good stereoselectivity.Reduction of α-diphenylphosphinoyl ketones (12) gives threo adducts (11) with even better stereoselectivity.Purification by flash chromatography and/or crystallisation followed by elimination of Ph2PO2 gives pure Z- or E-alkenes with high material conversion.Explanations are offered for the stereoselectivities, conditions defined for full stereochemical control, and guidelines suggested for approaches to a given alkene.

TRANS ALKENES BY STEREOSELECTIVE REDUCTION OF α-Ph2PO KETONES: E-ISOSAFFROLE, E-ANETHOLE, AND FENICULIN

Conditions are described for the stereoselective reduction of α-Ph2PO ketones and stereospecific elimination from the resulting threo Horner-Witting intermediates to give pure E-alkenes such as the title compounds.