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- ItemA General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides(Weinheim : Wiley-VCH, 2020) Liu, Weiping; Leischner, Thomas; Li, Wu; Junge, Kathrin; Beller, MatthiasA straightforward methodology for the synthesis of anti-Markovnikov-type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)2 as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi-substituted internal and terminal epoxides, as well as a good functional-group tolerance. Various natural-product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate-to-excellent yields. © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
- ItemPalladium-Catalyzed Cascade Carbonylation to α,β-Unsaturated Piperidones via Selective Cleavage of Carbon-Carbon Triple Bonds(Weinheim : Wiley-VCH, 2021) Ge, Yao; Ye, Fei; Yang, Ji; Spannenberg, Anke; Jiao, Haijun; Jackstell, Ralf; Beller, MatthiasA direct and selective synthesis of α,β-unsaturated piperidones by a new palladium-catalyzed cascade carbonylation is described. In the presented protocol, easily available propargylic alcohols react with aliphatic amines to provide a broad variety of interesting heterocycles. Key to the success of this transformation is a remarkable catalytic cleavage of the present carbon–carbon triple bond by using a specific catalyst with 2-diphenylphosphinopyridine as ligand and appropriate reaction conditions. Mechanistic studies and control experiments revealed branched unsaturated acid 11 as crucial intermediate. © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH