Issue 63, 2014

Regioselective desymmetrization of diaryltetrahydrofurans via directed ortho-lithiation: an unexpected help from green chemistry

Abstract

An efficient functionalization of diaryltetrahydrofurans via a regioselective THF-directed ortho-lithiation is first described. This reaction can be successfully carried out in cyclopentyl methyl ether as a “greener” alternative to Et2O, with better results in terms of yield and selectivity and, surprisingly, also in protic eutectic mixtures competitively with protonolysis.

Graphical abstract: Regioselective desymmetrization of diaryltetrahydrofurans via directed ortho-lithiation: an unexpected help from green chemistry

Supplementary files

Article information

Article type
Communication
Submitted
28 4 2014
Accepted
20 5 2014
First published
21 5 2014

Chem. Commun., 2014,50, 8655-8658

Author version available

Regioselective desymmetrization of diaryltetrahydrofurans via directed ortho-lithiation: an unexpected help from green chemistry

V. Mallardo, R. Rizzi, F. C. Sassone, R. Mansueto, F. M. Perna, A. Salomone and V. Capriati, Chem. Commun., 2014, 50, 8655 DOI: 10.1039/C4CC03149K

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