Cobalt-Catalyzed Enantioselective Hydroarylation of 1,6-Enynes

被引:91
|
作者
Whyte, Andrew [1 ]
Torelli, Alexa [1 ]
Mirabi, Bijan [1 ]
Prieto, Liher [1 ,2 ]
Rodriguez, Jose F. [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
[2] Univ Basque Country, UPV EHU, Dept Organ Chem 2, Bilbao 48080, Spain
基金
加拿大自然科学与工程研究理事会;
关键词
C-H BOND; CHIRAL PHOSPHINE-LIGANDS; DIELS-ALDER REACTIONS; AROMATIC IMINES; ACTIVATION; AMIDATION; ALKYNES; ARENES; FUNCTIONALIZATION; ARYLATION;
D O I
10.1021/jacs.0c03246
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An asymmetric hydroarylative cyclization of enynes involving a C-H bond cleavage is reported. The cobalt-catalyzed cascade generates three new bonds in an atom-economical fashion. The products were obtained in excellent yields and excellent enantioselectivities as single diastereo- and regioisomers. Preliminary mechanistic studies indicate that the reaction shows no intermolecular C-H crossover. This work highlights the potential of cobalt catalysis in C-H bond functionalization and enantioselective domino reactivity.
引用
收藏
页码:9510 / 9517
页数:8
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