LIGAND-CONTROLLED ALPHA-REGIOSELECTIVITY IN PALLADIUM-CATALYZED ARYLATION OF BUTYL VINYL ETHER

被引：75

作者：

CABRI, W ^{[1
]}

CANDIANI, I ^{[1
]}

BEDESCHI, A ^{[1
]}

SANTI, R ^{[1
]}

机构：

[1] IST GUIDO DONEGANI SPA,I-28100 NOVARA,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 11期

关键词：

D O I：

10.1021/jo00298a050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed arylation of olefins (Heck reaction) is an extremely useful process for carbon-carbon bond formation;1,2 unfortunately the use of acyclic enol ethers in this reaction is limited by poor α/β-regioselec-tivity (Figure 1). Preferential β-attack was observed with aromatic substrates bearing electron-withdrawing groups and when chloride or bromide anions are present in the oxidative addition intermediate. 3 On the other hand, high selectivity for the a position in acyclic systems has so far been observed only in a few cases4a,b and in reaction between vinyl triflates and enol ethers4C. © 1990, American Chemical Society. All rights reserved.

引用

页码：3654 / 3655

页数：2

共 19 条

[1] REGIOCHEMISTRY OF PALLADIUM-CATALYZED ARYLATION REACTIONS OF ENOL ETHERS - ELECTRONIC CONTROL OF SELECTION FOR ALPHA-ARYLATION OR BETA-ARYLATION [J].