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Catalytic Cyclooligomerization of Enones with Three Methylene Equivalents

Conner M. Farley, You-Yun Zhou, Nishit Banka, Christopher Uyeda*

*Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, United States, Email: cuyedapurdue.edu

C. M. Farley, Y.-Y. Zhou, N. Banka, C. Uyeda, J. Am. Chem. Soc., 2018, 140, 12710-12714.

DOI: 10.1021/jacs.8b08296 (free Supporting Information)


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Abstract

A catalytic reductive cocyclooligomerization of enones and three carbene equivalents provides cyclopentanes via a formal [2 + 1 + 1 + 1]-cycloaddition. The reaction is promoted by a (quinox)Ni catalyst and uses CH2Cl2/Zn as the C1 component.

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Key Words

cyclopentanes, zinc


ID: J48-Y2018