Divergent reactivities in fluoronation of allylic alcohols: synthesis of -fluoroalkenes carbon-carbon bond cleavage.

Chem Sci

Department of Chemistry , National University of Singapore, 3 Science Drive 3 , 117543 , Republic of Singapore . Email:

Published: May 2017

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

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5578365PMC
http://dx.doi.org/10.1039/c7sc00483dDOI Listing

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