HORNER-WADSWORTH-EMMONS OLEFINATION OF NONSTABILIZED PHOSPHONATES - A NEW SYNTHETIC APPROACH TO BETA,GAMMA-UNSATURATED AMIDES

被引：17

作者：

JANECKI, T

BODALSKI, R

WIECZOREK, M

BUJACZ, G

机构：

[1] TECH UNIV LODZ,INST ORGAN CHEM,PL-90924 LODZ,POLAND

[2] TECH UNIV LODZ,INST TECH BIOCHEM,PL-90924 LODZ,POLAND

来源：

TETRAHEDRON | 1995年 / 51卷 / 06期

关键词：

D O I：

10.1016/0040-4020(94)01046-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aminolysis of readily accessible beta-diethoxyphosphonyl-gamma-butyrolactones 5 and 22 provides a convenient entry to (E)-beta,gamma-unsaturated amides 8 and 24 respectively. The key step of the aminolysis involves elimination of diethoxyphosphoric acid from the corresponding beta-hydroxyalkylphosphonates 7 and 23. Stereochemistry of the amides 8 and 24 results from their consecutive base catalyzed isomerization.

引用

页码：1721 / 1740

页数：20

共 15 条

[1] VARIATION OF VICINAL P-31-C-C-H-1 COUPLINGS WITH DIHEDRAL ANGLE IN PHOSPHONATES [J].