Identification of a key intermediate in the asymmetric Appel process: one pot stereoselective synthesis of P-stereogenic phosphines and phosphine boranes from racemic phosphine oxides
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|Title:||Identification of a key intermediate in the asymmetric Appel process: one pot stereoselective synthesis of P-stereogenic phosphines and phosphine boranes from racemic phosphine oxides||Authors:||Gilheany, Declan G.
Rajendran, Kamalraj V.
|Permanent link:||http://hdl.handle.net/10197/4930||Date:||Aug-2012||Abstract:||Sequential treatment of racemic phosphine oxides with oxalylchloride and chiral non-racemic alcohol generates the sameratios of diastereomeric alkoxyphosphonium salts obtained inthe corresponding asymmetric Appel process, strongly implicatingthe intermediate chlorophosphonium salt in the stereoselectingstep. Subsequent reduction allows a novel synthesis of enantioenriched P-stereogenic phosphines-phosphine boranes.||Funding Details:||Science Foundation Ireland
|Type of material:||Journal Article||Publisher:||Royal Society of Chemistry||Copyright (published version):||Royal Society of Chemistry 2012||Keywords:||dynamic resoln. of phosphine oxides by one-pot Appel chlorination-alkoxylation with chiral alcs.;prepn. of chiral phosphines and phosphine-boranes by redn.;Chiral||DOI:||10.1039/c2cc34136k||Language:||en||Status of Item:||Peer reviewed|
|Appears in Collections:||Chemistry Research Collection|
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