USE OF SULFOXIDES AS COCATALYSTS IN THE PALLADIUM QUINONE-CATALYZED 1,4-DIACETOXYLATION OF 1,3-DIENES - AN EXAMPLE OF LIGAND-ACCELERATED CATALYSIS

被引：73

作者：

GRENNBERG, H ^{[1
]}

GOGOLL, A ^{[1
]}

BACKVALL, JE ^{[1
]}

机构：

[1] UNIV UPPSALA,DEPT ORGAN CHEM,BOX 531,S-75121 UPPSALA,SWEDEN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 20期

关键词：

D O I：

10.1021/jo00020a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of sulfinyl quinones as cocatalysts in the palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes improves the stereochemical outcome of the reaction by increasing the rate of the internal migration of the acetate nucleophile. A mechanism of the interaction between the sulfoxide and the intermediate (pi-allyl)palladium complex, based on H-1 NMR results, is proposed.

引用

页码：5808 / 5811

页数：4

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