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Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage

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Abstract

An unconventional cleavage of an unstrained carbon–carbon bond in allylic alcohols can be induced by the use of N-fluorobenzenesulfonimide (NFSI) under catalyst-free conditions. By using this simple procedure, a wide range of functionalized Z-fluoroalkenes can be accessed in high yield and selectivity from cyclic and acyclic allylic alcohols.

Graphical abstract: Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage

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Publication details

The article was received on 01 Feb 2017, accepted on 15 Mar 2017 and first published on 20 Mar 2017


Article type: Edge Article
DOI: 10.1039/C7SC00483D
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY-NC license
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    Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage

    T. Liu, J. Wu and Y. Zhao, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC00483D

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