132009-23-5Relevant academic research and scientific papers
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 (1996)
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.
Diastereoselective alkylation of chiral perhydro 1,3,2- oxazabenzophosphorinane-2-oxides derived from (-)-8-amino menthol
Lopez, Beatriz,Maestro, Alicia,Pedrosa, Rafael
, p. 817 - 826 (2007/10/03)
Chiral oxazaphosphorinanes, derived from (-)-8-amino menthol are alkylated with good to excellent diastereoselectivities. The regioselectivity in the alkylation is dependent on the base used for deprotonation. The ethyl oxazaphosphorinanes are alkylated a
The asymmetric synthesis of α-chloro α-alkyl and α-methyl α-alkyl phosphonic acids of high enantiomeric purity
Hanessian, Stephen,Bennani, Youssef L.,Delorme, Daniel
, p. 6461 - 6464 (2007/10/02)
A method is described for the synthesis of α-chloro-α-alkyl- and α-methyl-α-alkylphosphonic acids in either enantiomeric form and in high optical purity, based on the asymmetric alkylation of α-substituted bicyclic phosphonamides derived from a C2/s
