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Cyclopentanone as a Cation-Stabilizing Electron-Pair Donor in the Calcium-Catalyzed Intermolecular Carbohydroxylation of Alkynes

Tobias Stopka and Meike Niggemann*

*Institute of Organic Chemistry, RWTH Aachen University, 52074 Aachen, Germany, Email:

T. Stopka, M. Niggemann, Org. Lett., 2015, 17, 1437-1440.

DOI: 10.1021/acs.orglett.5b00312


Cyclopentanone as an electron pair donor proved highly efficient for the stabilization of allyl and vinyl cations in combination with a calcium-based catalyst system. The system enabled a transition-metal-free intermolecular carbohydroxylation of alkynes with allyl and propargyl alcohols.

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Key Words

allylations, benzylations, hydrations

ID: J54-Y2015