Regiospecific and stereoselective synthesis of (1E,3Z)-3-cyano-butadienylphosphonates

被引:9
作者
Shen, YC [1 ]
Jiang, GF [1 ]
Sun, J [1 ]
机构
[1] Acad Sinica, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 23期
关键词
D O I
10.1039/a905941e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a catalytic amount of DBU (20 mol%) with a mixture of diethyl 3-cyanoallylphosphonate 1 and N-tosylsulfonylimines 2 gave diethyl 3- cyanobuta-1,3-dienylphosphonates 3 in 72-83% yields. All the products (3a-3h) are assigned 1E ,3Z configurations on the basis of the crystal structure of diethyl (1E,3Z)-3-cyano-4-naphthylbuta-1,3- dienylphosphonate (3h), the proton NMR spectra and the proposed reaction mechanism.
引用
收藏
页码:3495 / 3498
页数:4
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