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α-C-H Functionalization of π-Bonds Using Iron Complexes: Catalytic Hydroxyalkylation of Alkynes and Alkenes

Yidong Wang, Jin Zhu, Austin C. Durham, Haley Lindberg and Yi-Ming Wang*

*Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States, Email: ym.wangpitt.edu

Y. Wang, J. Zhu, A. C. Durham, H. Lindberg, Y.-M. Wang, J. Am. Chem. Soc., 2019, 141, 19594-19599.

DOI: 10.1021/jacs.9b11716 (free Supporting Information)



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Abstract

A readily available cyclopentadienyliron(II) dicarbonyl complex enables the functionalization of propargylic and allylic C-H bonds via deprotonative activation. Reactions of unsaturated building blocks with aryl aldehydes and other carbonyl electrophiles provide a range of unsaturated alcohols under operationally simple and functional group tolerant reaction conditions.

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Key Words

homopropargylic alcohols


ID: J48-Y2019