Asymmetric addition of dialkyl phosphite and diamido phosphite anions to chiral, enantiopure sulfinimines:: a new, convenient route to enantiomeric α-aminophosphonic acids

被引:68
作者
Mikolajczyk, M [1 ]
Lyzwa, P [1 ]
Drabowicz, J [1 ]
机构
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Organ Sulfur Cpds, PL-90363 Lodz, Poland
关键词
D O I
10.1016/S0957-4166(97)00606-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Lithium or sodium dialkyl phosphites and diamido phosphites 3 undergo addition to (+)-(S)-benzylidene-p-toluenesulfinamide 2 affording N-sulfinyl-alpha-aminophosphonates 4 in a diastereoisomeric ratio from 63:37 to 94:6. The major diastereoisomers formed in addition of lithium dimethyl phosphite 3a and lithium bis-diethylamido phosphite 3e to (+)-(S)-2 were separated and converted into enantiopure (+)-(R)- and (-)-(S)-alpha-aminobenzyl phosphonic acids 5, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3991 / 3994
页数:4
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