Tetrahedron

The asymmetric synthesis of α-substituted α-methyl and α-phenyl phosphonic acids: Design, carbanion geometry, reactivity and preparative aspects of chiral alkyl …

YL Bennani, S Hanessian

Index: Bennani, Youssef L.; Hanessian, Stephen Tetrahedron, 1996 , vol. 52, # 44 p. 13837 - 13866

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Citation Number: 64

Abstract

The design, preparation, structural and spectroscopic analyses of topologically unique and enantiomerically pure alkyl phosphonamides are described. In the case of α-ethyl and α- benzyl phosphonamides, the geometry of both the secondary and tertiary carbanions was determined to be planar through deprotonation/deuteration/alkylation experiments. Stereoselective alkylations of such systems proceeded in good yields and with high ...