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Liangbin Huang, Qian Wang, Xiaohang Liu and Prof. Dr. Huanfeng Jiang Switch of Selectivity in the Synthesis of α-Methylene-γ-Lactones: Palladium-Catalyzed Intermolecular Carboesterification of Alkenes with Alkynes Angewandte Chemie International Edition 51

Article first published online: 23 APR 2012 | DOI: 10.1002/anie.201109141

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Three in one: A highly efficient and mild PdII-catalyzed carboesterification of alkenes with carboxylic alkyne derivatives proceeds through a domino-type alkyne–alkene coupling/C[BOND]O-bond formation (see scheme). The stereoselectivity is controlled by the choice of substrates and temperature. The reaction provides a convenient method for the construction of naturally occurring biologically active compounds with α-methylene-γ-lactone skeletons.

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