Issue 7, 2012
From the journal:

Green Chemistry

Robust eco-friendly protocol for the preparation of γ-hydroxy-α,β-acetylenic esters by sequential one-pot elimination–addition of 2-bromoacrylates to aldehydes promoted by LTMP in 2-MeTHF†

Vittorio Pace,*ab   Laura Castoldi,c   Andrés R. Alcántarab  and  Wolfgang Holzera  

* Corresponding authors

a Department of Drug and Natural Product Synthesis, University of Vienna, Althanstrasse 14, 1090, Vienna, Austria
E-mail: vpace@farm.ucm.es
Fax: +43-1-4277-9556
Tel: +43-1-4277-55623

b Department of Organic and Pharmaceutical Chemistry, Complutense University of Madrid, Pza. Ramon y Cajal s/n, 28040, Madrid, Spain

c Department of Drug Sciences, University of Pavia, V.le Taramelli 12, 27100, Pavia, Italy

Abstract

An efficient and widely applicable preparation of γ-hydroxy-α,β-acetylenic esters is described by means of a one-pot dehydrobromination of a 2-bromoacrylate ester with LTMP followed by the electrophilic addition of the transient propiolate to different aldehydes in the eco-friendly solvent 2-MeTHF.

Graphical abstract: Robust eco-friendly protocol for the preparation of γ-hydroxy-α,β-acetylenic esters by sequential one-pot elimination–addition of 2-bromoacrylates to aldehydes promoted by LTMP in 2-MeTHF

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Article information

DOI
https://doi.org/10.1039/C2GC35305A
Article type
Communication
Submitted
29 Feb 2012
Accepted
24 Apr 2012
First published
25 Apr 2012

Green Chem., 2012,14, 1859-1863

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Robust eco-friendly protocol for the preparation of γ-hydroxy-α,β-acetylenic esters by sequential one-pot elimination–addition of 2-bromoacrylates to aldehydes promoted by LTMP in 2-MeTHF

V. Pace, L. Castoldi, A. R. Alcántara and W. Holzer, Green Chem., 2012, 14, 1859 DOI: 10.1039/C2GC35305A

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