Asymmetric synthesis of cyclic α-amino phosphonates using masked oxo sulfinimines (N-sulfinyl imines)

被引:38
作者
Davis, FA [1 ]
Lee, SH [1 ]
Xu, H [1 ]
机构
[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
关键词
D O I
10.1021/jo040127x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Five-, six-, and seven-membered cyclic alpha-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 alpha-amino phosphonates followed by reduction of the intermediate cyclic imino phosphonates affords the title compounds in good yield.
引用
收藏
页码:3774 / 3781
页数:8
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