Cobalt(III)-Catalyzed Diastereo- and Enantioselective Three-Component C-H Functionalization

被引:40
|
作者
Herraiz, Ana G. [1 ]
Cramer, Nicolai [1 ]
机构
[1] Ecole Polytech Fed Lausanne EPFL, Lab Asymmetr Catalysis & Synth, Inst Chem Sci & Engn, CH-1015 Lausanne, Switzerland
基金
瑞士国家科学基金会;
关键词
asymmetric catalysis; cobalt; C-H functionalization; chiral cyclopentadienyl; multicomponent reaction; ASYMMETRIC FUNCTIONALIZATION; MULTICOMPONENT REACTIONS; BOND FUNCTIONALIZATION; ACTIVATION; CATALYSIS; LIGANDS; ALKENES; RH;
D O I
10.1021/acscatal.1c03153
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Catalytic enantioselective C-H functionalization has recently become a tool for the creation of stereogenic centers. The steep increase in molecular complexity of multicomponent reactions matches very well with asymmetric C-H functionalizations, but the realization of such processes remains a large challenge. We describe a diastereoselective and highly enantioselective three-component C-H functionalization catalyzed by an earth-abundant Co(III) complex equipped with a chiral cyclopentadienyl ligand (Cp-x). The transformation provides a rapid access to substituted beta-hydroxyketones using three readily accessible starting materials. The outlined reactivity of (CpCo)-Co-x(III) catalysis shows a higher and exploitable propensity for selective additions across carbonyls in contrast to the chemistry of Rh(III).
引用
收藏
页码:11938 / 11944
页数:7
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