147701-14-2Relevant academic research and scientific papers
Asymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes
Clarke, Celia,Foussat, Stephanie,Fox, David J.,Pedersen, Daniel Sejer,Warren, Stuart
supporting information; experimental part, p. 1323 - 1328 (2009/12/04)
The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from β-alkyl, γ-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the method to the synthesis of enantiomerically-enriched trans-disubstituted cyclopropyl ketones.
Et3B-induced radical addition of diphenylphosphine oxide to unsaturated compounds
Rey, Patrick,Taillades, Jacques,Rossi, Jean Christophe,Gros, Georges
, p. 6169 - 6171 (2007/10/03)
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
Investigation of the configurational stability of lithiated phosphine oxides using diastereomerically pure and enantiomerically enriched phosphine oxides
O'Brien, Peter,Warren, Stuart
, p. 2567 - 2573 (2007/10/03)
Lithiation of racemic but diastereomerically pure phosphine oxides followed by electrophilic quench indicates that lithiated phosphine oxides are not configurationally stable over a period of minutes in THF at -78°C. These results have been verified using an optically active phosphine oxide: lithiation and in situ quench experiments with Me3SiCl and cyclobutanone indicate that the lithium derivatives are not configurationally stable even on the timescale of their reaction with these electrophiles.
Structure and Conformation of α'-Diphenylphosphinoyl Enones: X-Ray Structure of E-(5SR,6SR)-3,6-Dimethyl-5-diphenylphosphinoyl-7-triphenylmethoxyhept-2-en-4-one
Doyle, Michael J.,Hall, David,Raithby, Paul R.,Skelton, Nicholas,Warren, Stuart
, p. 517 - 524 (2007/10/02)
A series of α'-diphenylphosphinoyl enones has been prepared and their s-cis or s-trans conformations correlated with 1H NMR and IR spectra and an X-ray crystal structure of the title compound.The effect of chelation to cerium(III) is correlated with the r
EXTENSION OF THE HORNER-WITTIG REACTION TO THE SYNTHESIS OF E-ALKENES WITH CHIRAL SUBSTITUENTS: STEREOCHEMICAL CONTROL BY ACYL TRANSFER
Ayrey, Peter M.,Warren, Stuart
, p. 4581 - 4584 (2007/10/02)
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.
