Issue 35, 2011
From the journal:

Chemical Communications

2-Lithiated-2-phenyloxetane: a new attractive synthon for the preparation of oxetane derivatives†‡

Donato Ivan Coppi,a   Antonio Salomone,a   Filippo Maria Pernaa  and  Vito Capriati*a  

* Corresponding authors

a Dipartimento Farmaco-Chimico, Università di Bari “Aldo Moro”, Consorzio Interuniversitario Nazionale “Metodologie e Processi Innovativi di Sintesi” C.I.N.M.P.I.S., via E. Orabona 4, I-70125 Bari, Italy
E-mail: capriati@farmchim.uniba.it
Fax: +39 080 5442539
Tel: +39 080 5442174

Abstract

A valuable and direct method to access 2-substituted-2-phenyloxetanes by electrophilic quenching of the corresponding 2-lithiated derivative has, for the first time, been described. 2-Lithiated-2-phenyloxetane was found to be configurationally unstable. Evidence is presented to show that electron-transfer processes are also operative in the coupling reactions with electrophiles.

Graphical abstract: 2-Lithiated-2-phenyloxetane: a new attractive synthon for the preparation of oxetane derivatives

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Article information

DOI
https://doi.org/10.1039/C1CC13670D
Article type
Communication
Submitted
20 Jun 2011
Accepted
14 Jul 2011
First published
04 Aug 2011

Chem. Commun., 2011,47, 9918-9920

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2-Lithiated-2-phenyloxetane: a new attractive synthon for the preparation of oxetane derivatives

D. I. Coppi, A. Salomone, F. M. Perna and V. Capriati, Chem. Commun., 2011, 47, 9918 DOI: 10.1039/C1CC13670D

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