Issue 12, 2013
From the journal:

Chemical Communications

First one-pot organocatalytic synthesis of α-methylene-γ-lactones†

Xavier Companyó,a   Andrea Mazzanti,b   Albert Moyano,a   Anna Janeckac  and  Ramon Rios*ad  

* Corresponding authors

a Organic Chemistry, University of Barcelona, Marti I Franques 1-11 08028, Barcelona, Spain

b Department of Industrial Chemistry “Toso Montanari”, School of Science, University of Bologna Viale Risorgimento 4, 40136 Bologna, Italy

c Department of Biomolecular Chemistry Medical, University of Łódź, Mazowiecka 6/8, 92-215 Łódź, Poland

d Organic Chemistry, School of Chemistry, University of Southampton, Southampton, UK
E-mail: R.Rios-Torres@southampton.ac.uk

Abstract

All in one pot: an organocatalytic highly enantioselective synthesis of α-methylene-γ-lactones has been reported. The reaction between protected 2-hydroxymalonates and MBH carbonates is simply catalysed by chiral Lewis bases affording after acid treatment the corresponding lactones in excellent yields and enantioselectivities.

Graphical abstract: First one-pot organocatalytic synthesis of α-methylene-γ-lactones

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Article information

DOI
https://doi.org/10.1039/C2CC38659C
Article type
Communication
Submitted
03 Dec 2012
Accepted
18 Dec 2012
First published
19 Dec 2012

Chem. Commun., 2013,49, 1184-1186

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First one-pot organocatalytic synthesis of α-methylene-γ-lactones

X. Companyó, A. Mazzanti, A. Moyano, A. Janecka and R. Rios, Chem. Commun., 2013, 49, 1184 DOI: 10.1039/C2CC38659C

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