A highly efficient asymmetric synthesis of beta-aminophosphonic acids via addition of alpha-phosphonate carbanions to chiral, enantiopure sulfinimines

被引:42
作者
Mikolajczyk, M [1 ]
Lyzwa, P [1 ]
Drabowicz, J [1 ]
Wieczorek, MW [1 ]
Blaszczyk, J [1 ]
机构
[1] TECH UNIV LODZ,INST TECH BIOCHEM,PL-90924 LODZ,POLAND
关键词
D O I
10.1039/cc9960001503
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Addition of alpha-phosphonate carbanions to (S)-sulfinimines 1 affords N-sulfinyl beta-aminophosphonates 2 in a diastereoisomeric ratio from 5:1 to 10:1; the major diastereoisomers of 2, after separation, are converted to the corresponding beta-aminophosphonates 3 or to (+)-beta-amino-beta-phenylethane phosphonic acid 4, whose absolute configuration was established as (R) by X-ray crystallography.
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收藏
页码:1503 / 1504
页数:2
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