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高对映选择性钴催化的炔基环丙烷的(3+2)环加成反应。

Highly Enantioselective Cobalt-Catalyzed (3+2) Cycloadditions of Alkynylidenecyclopropanes.

机构信息

Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782, Santiago de Compostela, Spain.

Departamento de Química Orgánica I and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040, Madrid, Spain.

出版信息

Angew Chem Int Ed Engl. 2021 Apr 6;60(15):8182-8188. doi: 10.1002/anie.202015202. Epub 2021 Mar 5.

DOI:10.1002/anie.202015202
PMID:33464693
Abstract

Low-valent cobalt complexes equipped with chiral ligands can efficiently promote highly enantioselective (3+2) cycloadditions of alkyne-tethered alkylidenecyclopropanes. The annulation allows to assemble bicyclic systems containing five-membered rings in good yields and with excellent enantiomeric ratios. We also present a mechanistic discussion based on experimental and computational data, which support the involvement of Co /Co catalytic cycles.

摘要

手性配体负载的低价钴配合物可以高效地促进炔烃连接的亚烷基环丙烷的高对映选择性（3+2）环加成反应。该环化反应可以以良好的收率和优异的对映选择性构建含有五元环的双环体系。我们还基于实验和计算数据提出了一个反应机理讨论，该讨论支持 Co/Co 催化循环的参与。

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