Phospholane-Phosphite Ligands for Rh Catalyzed Enantioselective Conjugate Addition: Unusually Reactive Catalysts for Challenging Couplings

被引：6

作者：

Gilbert, Sophie H. ^{[1
]}

Fuentes, Jose A. ^{[1
]}

Cordes, David B. ^{[1
]}

Slawin, Alexandra M. Z. ^{[1
]}

Clarke, Matthew L. ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

Asymmetric arylation; Michael addition; Aryl boronic acids; Phospholane ligands; Asymmetric catalysis; ASYMMETRIC 1,4-ADDITION; ARYLBORONIC ACIDS; HYDROFORMYLATION CATALYST; EFFICIENT SYNTHESIS; BRANCHED ALDEHYDES; RHODIUM CATALYST; KILOGRAM-SCALE; REAGENTS; ARYL; 2,3-DIHYDRO-4-PYRIDONES;

D O I：

10.1002/ejoc.202000336

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of Rh catalysts derived from a phospholane-phosphite ligand were found to be more productive than the classic rhodium/BINAP system in enantioselective conjugate additions. These catalysts enable the use of lower amounts of aryl boronic acid in an asymmetric arylation reaction that required an impractical excess of nucleophile. This catalyst was also found to enable the coupling of a poorly reactive Michael acceptor, N-CBz-2-3-dehydro-4-piperidone, or the coupling of poorly reactive 2-furyl boronic acids at ambient or near temperatures.

引用

页码：3071 / 3076

页数：6

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