Chemoselective Rh-Catalyzed Allylic Alkylations of Chelated Enolates using Dienylcarbonates

被引：8

作者：

Haehn, Saskia ^{[1
]}

Kazmaier, Uli ^{[1
]}

机构：

[1] Univ Saarland, Inst Organ Chem, D-66041 Saarbrucken, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 25期

关键词：

Allylic compounds; Alkylation; Amino acids; Chemoselectivity; Rhodium; AMINO-ACID ESTERS; EFFICIENT NUCLEOPHILES; ISOMERIZATION-FREE; PALLADIUM; RUTHENIUM; MOLYBDENUM; ALLYLATION; RHODIUM; REGIOSELECTIVITY; COMPLEXES;

D O I：

10.1002/ejoc.201100350

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Wilkinson's catalyst, RhCl(PPh3)(3), was found to be an excellent catalyst not only for highly regio- but also chemoselective allylic alkylations of chelated enolates. In contrast to Pd-catalyzed reactions, the Rh-catalyzed version shows also a high degree of regioretention and proceeds without isomerization. Allylic substrates with competitive allylic subunits react selectively at the sterically least hindered allylic position, in comparison to Ru-catalyzed processes.

引用

页码：4931 / 4939

页数：9

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