A Simple Resolution Procedure Using the Staudinger Reaction for the Preparation of P-Stereogenic Phosphine Oxides

…, PD Ramsden, D Che, M Parvez, BA Keay

文献索引：Andersen; Ramsden; Che; Parvez; Keay Journal of Organic Chemistry, 2001 , vol. 66, # 22 p. 7478 - 7486

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被引用次数: 24

摘要

The resolution of a variety of (±)-P-stereogenic phosphines is achieved by exploiting the Staudinger reaction of a (±)-phosphine with enantiopure (1 S, 2 R)-O-(tert-butyldimethylsilyl) isobornyl-10-sulfonyl azide. The resulting mixtures of diastereomeric phosphinimines are generally separable by fractional crystallization or flash chromatography. Subsequent acid- catalyzed hydrolysis provides the corresponding optically pure phosphine oxides in high ...