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Catalytic Conjugate Addition of Cyanide to Enones: Cooperative Catalysis of Ni(0) and Gd(OTf)3

Yuta Tanaka, Motomu Kanai, Masakatsu Shibasaki*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: mshibasamol.f.u-tokyo.ac.jp

Y. Tanaka, M. Kanai, M. Shibasaki, Synlett, 2008, 2295-2298.

DOI: 10.1055/s-2008-1078264 (free Supporting Information)


Abstract

Gd(OTf)3 as co-catalyst dramatically accelerated a Ni-catalyzed conjugate addition of cyanide to enones. The substrate scope of the reaction is broad, including cyclic, linear, branched, and aromatic enones. Gadolinium triflate is supposed to facilitate the oxidative addition of Ni(0) to enones, which constitutes a key step in the catalytic cycle.

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Key Words

cooperative catalysis, conjugate addition, nitriles, nickel, gadolinium


ID: J60-Y2008-2480