Synthetic approach to new alpha-aminophosphonates derived from six-membered, sulfur-containing heterocyclic imines

被引:11
|
作者
Groger, H [1 ]
Manikowski, J [1 ]
Martens, J [1 ]
机构
[1] UNIV OLDENBURG,FACHBEREICH CHEM,D-2900 OLDENBURG,GERMANY
关键词
alpha-aminophosphonates; 1,3-thiazinan-4-yl-phosphonates 3,4-dihydro-2H-1,4-benzothiazine-3-phosphonates;
D O I
10.1080/10426509608040475
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Dialkyl phosphite adds to the C=N bond in 2H-1,3-thiazines 4 to give alpha-aminophosphonic acid esters 6. Starting from 2H-1,4-benzothiazines 5, the corresponding phosphonic acid esters 7 were obtained. For the first time C2-chiral 2H-1,3-thiazines 4a and 4b were used to investigate the diastereoselectivity of the addition reaction of dialkyl phosphite to those imine compounds.
引用
收藏
页码:123 / 132
页数:10
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共 32 条
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