Publication Type
Peer Reviewed Journal
Mandatory Citation Fields
Kamalraj V. Rajendran, Declan G. Gilheany
2012
August
Chemical Communications
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
Published
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chiral dynamic resoln. of phosphine oxides by one-pot Appel chlorination-alkoxylation with chiral alcs. prepn. of chiral phosphines and phosphine-boranes by redn.
48
10040
10042
Sequential treatment of racemic phosphine oxides with oxalyl
chloride and chiral non-racemic alcohol generates the same
ratios of diastereomeric alkoxyphosphonium salts obtained in
the corresponding asymmetric Appel process, strongly implicating
the intermediate chlorophosphonium salt in the stereoselecting
step. Subsequent reduction allows a novel synthesis of enantioenriched
P-stereogenic phosphines¿phosphine boranes.
10.1039/c2cc34136k
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