942606-10-2Relevant articles and documents
Design and Reactivity of Topologically Unique, Chiral Phosphonamides. Remarkable Diastereofacial Selectivity in Asymmetric Olefination and Alkylation
Hanessian, Stephen,Delorme, D.,Beaudoin, S.,Leblanc, Y.
, p. 5754 - 5756 (1984)
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The asymmetric synthesis of α-substituted α-methyl and α-phenyl phosphonic acids: Design, carbanion geometry, reactivity and preparative aspects of chiral alkyl bicyclic phosphonamides
Bennani, Youssef L.,Hanessian, Stephen
, p. 13837 - 13866 (2007/10/03)
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 diastereoselectivities. The resulting α,α-alkylated phosphonamides were hydrolyzed to give the corresponding α,α-alkyl phosphonic acids with high degrees of enantiomeric purity.
