A Straightforward and Highly Diastereoselective Access to Functionalized Monofluorinated Cyclopropanes <i>via</i> a Michael Initiated Ring Closure Reaction

Thibault Ferrary, Emilie David, Gaëlle Milanole, Tatiana Besset, Philippe Jubault, Xavier Pannecoucke

Organic Letters · 2013 · 43 citations · 21 references

Concepts

Abstract

The synthesis of highly functionalized monofluorinated cyclopropanes based on a Michael Initiated Ring Closure (MIRC) reaction has been developed. The addition of quaternary ammonium salts derived from ethyl bromofluoroacetate on a panel of electron deficient alkenes followed by cyclization gave rise to an efficient access to monofluorinated cyclopropanes with good yields and remarkable diastereoselectivity.

References

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