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Synlett 1996; 1996(6): 579-581
DOI: 10.1055/s-1996-5488
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Cesium Fluoride-Mediated Horner-Wittig Addition Reactions of Silyl Phosphine Oxides; Synthesis of Optically Active Silyl Phosphine Oxides Using Chiral Bases and a Chiral Acid

Peter O’Brien, Stuart Warren*
  • *University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW England, Fax (01223) 336913; e-mail SW134@cus.cam.ac.uk
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Publication History

Publication Date:
31 December 2000 (online)

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Treatment of silyl phosphine oxides with cesium fluoride and benzaldehyde generates β-hydroxy phosphine oxides with good anti selectivity. Reaction of an optically active silyl phosphine oxide shows that C-Si to C-C bond transfer is not stereospecific.

silyl phosphine oxides - cesium fluoride - chiral bases - asymmetric protonation

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