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.
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页码：7151 / 7164
页数：14
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