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Rh(I)-Catalyzed Decarbonylation of Diynones via C-C Activation: Orthogonal Synthesis of Conjugated Diynes

Alpay Dermenci, Rachel E. Whittaker and Guangbin Dong*

*Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, United States, Email: gbdongcm.utexas.edu

A. Dermenci, R. E. Whittaker, G. Dong, Org. Lett., 2013, 15, 2242-2245.

DOI: 10.1021/ol400815y (free Supporting Information)


Abstract

A Rh(I)-catalyzed C-C activation of diynones enables the synthesis of symmetrical and unsymmetrical conjugated diynes through decarbonylation. This C-C cleavage strategy takes advantage of the innate reactivity of conjugated ynones without relying on any ring strain or auxiliary directing group.

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Key Words

diynes


ID: J54-Y2013