Synthesis 2016; 48(23): 4060-4071
DOI: 10.1055/s-0035-1560557
short review
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Applications of Fluorocyclopropanes

Amandine Pons
a   Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, (UMR 6014), 76000 Rouen, France   Email: philippe.jubault@insa-rouen.fr
,
Thomas Poisson
a   Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, (UMR 6014), 76000 Rouen, France   Email: philippe.jubault@insa-rouen.fr
,
Xavier Pannecoucke
a   Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, (UMR 6014), 76000 Rouen, France   Email: philippe.jubault@insa-rouen.fr
,
André B. Charette
b   Centre in Green Chemistry and Catalysis, Faculty of Arts and Sciences, Department of Chemistry, Université de Montréal, PO Box 6128, Station Downtown, Montréal, Québec, H3C 3J7, Canada
,
Philippe Jubault*
a   Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA, (UMR 6014), 76000 Rouen, France   Email: philippe.jubault@insa-rouen.fr
› Author Affiliations
Further Information

Publication History

Received: 22 June 2016

Accepted after revision: 02 July 2016

Publication Date:
16 August 2016 (online)


Abstract

The combination of a fluorine atom and a cyclopropane ring, which both possess unique structural and chemical features, can generate new relevant scaffolds with potential interest for the synthesis of new bioactive compounds. In this review, we report the impressive progress recently devoted to the synthesis of fluorocyclopropanes especially using asymmetric methods and highlight some recent reported applications.

1 Introduction

2 Addition of Carbenes to Fluoroalkenes

3 Addition of Fluorocarbenes to Alkenes

4 Michael Initiated Ring Closure

5 Nucleophilic Fluorination

6 Applications to the Synthesis of Biorelevant Compounds

7 Conclusion

 
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