54807-91-9

Basic information

• Product Name: Phosphine oxide, 2-cyclopenten-1-yldiphenyl-
• CAS NO: 54807-91-9
• Molecular Formula: C17H17OP
• Molecular Weight: 268.295
• Mol File: 54807-91-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, 2-cyclopenten-1-yldiphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, 2-cyclopenten-1-yldiphenyl-(54807-91-9)
• EPA Substance Registry System: Phosphine oxide, 2-cyclopenten-1-yldiphenyl-(54807-91-9)

Safety Data

• Hazardous Substances Data: 54807-91-9(Hazardous Substances Data)

Upstream product

• 96-40-2 2-cyclopenten-1-yl chloride 
• 829-85-6 diphenylphosphane 
• 20657-21-0 3-acetoxycyclopent-1-ene 
• 4020-99-9 diphenylphosphinous acid methyl ester 
• 13757-93-2 (2-cyclopentenyl)magnesium chloride 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 114652-72-1 (1'RS,3SR)-3-<3'-(diphenylphosphinoyl)cyclopent-2'-enyl>cyclopentanone 
• 452897-06-2 3-(dicyclohexylphosphinoyl)-2-cyclopentenol 

Relevant articles and documents

Studies on an Oxidative 1,4-Addition to s-trans-1,3-Dienes, a Key Reaction in a Strigol Total Synthesis

Oxidation of 4,6-heptadienoic acid systems with hydrogen peroxide in the presence of a catalytic amount of diphenyl diselenide leads to 5-(3-hydroxypropenyl)dihydrofuran-2-one systems with defined relative configuration at the 4 and 7 positions (carboxylic acid numbering). A system having a six-membered ring as part of the s-trans-diene system was an intermediate in a strigol total synthesis; a second system lacking the six-membered ring is the subject of the present publication. We accomplished a stereoselective synthesis of the diene system by (i) trapping a π-allyl palladium complex with lithium diphenylphosphinite to give an allylic diphenylphosphane oxide and (ii) a subsequent Horner-Wittig reaction. The species that brings about the oxidative 1,4-addition is benzeneperoxyseleninic acid. We also report observations that shed some light on the mechanism. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Towards chiral non-racemic cis-1,3-disubstituted cyclopentane 1,4-diphosphines

Reaction of dialkyl- or diaryl-trans-(3,4-epoxycyclopentyl)phosphine oxides 2 with the lithium derivative of methyldiphenylphosphine oxide gives a mixture of (±)-t-4- and (±)-c-4-(disubstituted phosphinoyl)-t-2-(diphenylphosphinoylmethyl)-r-1-cyclopentanol derivatives 13a-c and 16a-c, which could be obtained in pure form by separation of the corresponding acetates 14a-c and 17a-c followed by methanolysis. Compounds 13b and 16b were transformed into the corresponding dehydroxy derivatives 19 and 21 through the Barton procedure. Additionally, 16a was transformed into a diastereomeric mixture of carbamates 22 and 23 on reaction with (S)-α-phenylethylisocyanate which could be separated by repeated crystallization. The relative configuration of compounds 13b, 17a, 21 and 22 was established by X-ray diffraction analysis.