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Issue 5, 2017
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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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Article information


Submitted
01 Feb 2017
Accepted
15 Mar 2017
First published
20 Mar 2017

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2017,8, 3885-3890
Article type
Edge Article

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, 8, 3885
DOI: 10.1039/C7SC00483D

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