Direct access to enantiomerically enriched α-amino phosphonic acid derivatives by organocatalytic asymmetric hydrophosphonylation of imines

被引:136
作者
Pettersen, Daniel [1 ]
Marcolini, Mauro [1 ]
Bernardi, Luca [1 ]
Fini, Francesco [1 ]
Herrera, Raquel P. [1 ]
Sgarzani, Valentina [1 ]
Ricci, Alfredo [1 ]
机构
[1] Univ Bologna, Dept Organ Chem A Mangini, I-40136 Bologna, Italy
关键词
D O I
10.1021/jo060708h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient organocatalytic enantioselective hydrophosphonylation of imines to enantiomerically enriched alpha-amino phosphonates is reported. By using 10 mol % of quinine as the catalyst in the enantioselective addition of diethyl phosphite to N-Boc protected imines, alpha-amino phosphonates are obtained in moderate to good yields and with up to 94% ee.
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收藏
页码:6269 / 6272
页数:4
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