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Asymmetric Synthesis of Cyclic α-Amino Phosphonates Using Masked Oxo Sulfinimines (N-Sulfinyl Imines)

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journal contribution
posted on 28.05.2004 by Franklin A. Davis, Seung H. Lee, He Xu
Five-, six-, and seven-membered cyclic α-amino phosphonates, amino acid surrogates, are prepared in enantiomerically pure form via the highly diastereomeric addition of metal phosphonates to masked oxo sulfinimines. Hydrolysis of the resulting masked oxo α-amino phosphonates followed by reduction of the intermediate cyclic imino phosphonates affords the title compounds in good yield.