BETA-ARYL AND BETA-VINYL-ALPHA,BETA-DIDEHYDRO-ALPHA-AMINOACID DERIVATIVES THROUGH THE PALLADIUM-CATALYZED REACTION OF ARYL AND VINYL TRIFLATES WITH METHYL ALPHA-ACETAMIDOACRYLATE

被引：40

作者：

ARCADI, A

CACCHI, S

MARINELLI, F

MORERA, E

ORTAR, G

机构：

[1] UNIV ROMA LA SAPIENZA,DIPARTIMENTO FARMACEUT,I-00185 ROME,ITALY

[2] UNIV ROMA LA SAPIENZA,DIPARTIMENTO CHIM & TECNOL SOSTANZE BIOL ATT,I-00185 ROME,ITALY

来源：

TETRAHEDRON | 1990年 / 46卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(01)87897-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinyl and aryl triflates react with methyl α-acetamidoacrylate in the presence of catalytic amounts of palladium to give ß-vinyl and ß-aryl-αß-didehydro-α-aminoacid derivatives in good to high yields. A variety of reaction conditions were examined. Vinyl triflates give good results in the presence of both Pd(OAc)2(PPh3)2/n-Bu3N and Pd(OAc)2/NaHCO3/n-BU4NCl. In most cases however because of simplicity high yields and reaction rate the Pd(OAc)2/AcOK combination appears to be the system of choice. The behaviour of aryl triflates is less homogeneous. Best results were obtained in the presence of the Pd(OAc)2/n-Bu3N/DPPF/LiCl and Pdt(OAc)2/NaHCO3/n-Bu4NCl systems. © 1990.

引用

页码：7151 / 7164

页数：14

共 61 条

[51] E/Z-CONFIGURATIONAL ASSIGNMENT OF DEHYDROPEPTIDES - DIFFERENTIAL NOE ENHANCEMENT BETWEEN THE VINYL AND AMIDE PROTONS OF AN ALPHA,BETA-DEHYDRO AMINO-ACID DERIVATIVE [J].