Nickel-Catalyzed Chemo- and Enantioselective Coupling between Cyclobutanones and Allenes: Rapid Synthesis of [3.2.2] Bicycles

被引：54

作者：

Zhou, Xuan ^{[1
,2
]}

Dong, Guangbin ^{[1
,2
]}

机构：

[1] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA

[2] Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 48期

关键词：

allenes; C-C activation; cycloaddition; nickel; small ring systems; C-C BOND; CARBON-CARBON BONDS; CLEAVAGE REACTIONS; RING-SYSTEMS; ACTIVATION; CARBOACYLATION; COMPLEXES; INSERTION; OLEFINS; BENZOCYCLOBUTENONES;

D O I：

10.1002/anie.201609489

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein an intramolecular nickel-catalyzed (4+2) coupling between cyclobutanones and allenes, by C-C cleavage, is reported. The reaction provides a distinct approach for accessing [3.2.2] bicyclic scaffolds which are challenging to prepare through conventional approaches. The reaction is efficient, chemoselective, and pH/redox neutral. Room temperature conditions and low catalyst loadings can be adopted. Excellent enantioselectivity is also achieved.

引用

页码：15091 / 15095

页数：5

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