Issue 47, 2017
From the journal:

Organic & Biomolecular Chemistry

Acid-catalyzed reaction of 2-hydroxycyclobutanone with benzylic alcohols†

Alberto Martis, ORCID logo a   Alberto Luridiana, ORCID logo a   Angelo Frongia, ORCID logo a   Massimiliano Arca,a   Giorgia Sarais, ORCID logo b   David J. Aitken, ORCID logo c   Regis Guillot ORCID logo c  and  Francesco Secci ORCID logo *a  

* Corresponding authors

a Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, Complesso universitario di Monserrato, S.S. 554, bivio per Sestu, Monserrato (Ca), Italy
E-mail: fsecci@unica.it

b Dipartimento di Scienze della Vita e dell'Ambiente, Università degli Studi di Cagliari, Palazzo delle Scienze, via Ospedale 82, 09124 Cagliari, Italy

c CP3A Organic Synthesis Group & Services Communs, ICMMO (UMR 8182), CNRS, Université Paris Sud, Univ. Paris Saclay, 15 rue Georges Clemenceau, 91405 Orsay, cedex, France

Abstract

The acid-promoted syntheses of 2-(benzyloxy)cyclobutanones and bis(benzyloxy)dioxatricyclo decanes were achieved starting from 2-hydroxycyclobutanone and variously functionalized benzyl alcohols. The reaction sequences afforded the desired products in good to high yields and in a solvent-dependent chemoselective fashion.

Graphical abstract: Acid-catalyzed reaction of 2-hydroxycyclobutanone with benzylic alcohols

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Article information

DOI
https://doi.org/10.1039/C7OB02545A
Article type
Paper
Submitted
14 Oct 2017
Accepted
09 Nov 2017
First published
10 Nov 2017

Org. Biomol. Chem., 2017,15, 10053-10063

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Acid-catalyzed reaction of 2-hydroxycyclobutanone with benzylic alcohols

A. Martis, A. Luridiana, A. Frongia, M. Arca, G. Sarais, D. J. Aitken, R. Guillot and F. Secci, Org. Biomol. Chem., 2017, 15, 10053 DOI: 10.1039/C7OB02545A

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