Issue 92, 2014
From the journal:

Chemical Communications

A fast, efficient and simple method for the synthesis of cyclic alkenyl fluorides by a fluorinative carbocyclization reaction†

Pedro Alonso,a   Pilar Pardo,a   Francisco J. Fañanás*a  and  Félix Rodríguez*a  

* Corresponding authors

a Instituto Universitario de Química Organometálica “Enrique Moles”, Universidad de Oviedo, Julián Clavería 8, 33006-Oviedo, Spain
E-mail: fjfv@uniovi.es, frodriguez@uniovi.es
Fax: +34 985103446
Tel: +34 985106224

Abstract

A simple transformation of alkynol or enyne derivatives into cyclic alkenyl fluorides by using tetrafluoroboric acid as the proton and fluoride source is reported. This study includes the first biomimetic cationic cyclization/nucleophilic fluorination reaction of polyenyne derivatives to give terpenoid derivatives.

Graphical abstract: A fast, efficient and simple method for the synthesis of cyclic alkenyl fluorides by a fluorinative carbocyclization reaction

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Article information

DOI
https://doi.org/10.1039/C4CC07376B
Article type
Communication
Submitted
18 Sep 2014
Accepted
24 Sep 2014
First published
24 Sep 2014

Chem. Commun., 2014,50, 14364-14366

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A fast, efficient and simple method for the synthesis of cyclic alkenyl fluorides by a fluorinative carbocyclization reaction

P. Alonso, P. Pardo, F. J. Fañanás and F. Rodríguez, Chem. Commun., 2014, 50, 14364 DOI: 10.1039/C4CC07376B

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