Issue 33, 2011
From the journal:

Chemical Communications

TFP as a ligand in Au(i)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones†

Eliška Matoušová,a   Aleš Růžička,b   Jiří Kuneš,a   Jarmila Králováa  and  Milan Pour*a  

* Corresponding authors

a Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy, Heyrovského 1203, CZ-500 03 Hradec Králové, Czech Republic
E-mail: milan.pour@faf.cuni.cz

b Department of General and Inorganic Chemistry, University of Pardubice, Faculty of Chemical Technology, Studentská 573, CZ-53210 Pardubice, Czech Republic

Abstract

Dihydropyrans have been prepared by the cyclisation of easily accessible propargyl vinyl ethers with (TFP)AuCl/AgBF4 as a catalyst in high yields. These compounds undergo acid-catalysed rearrangement into cyclopentenone derivatives.

Graphical abstract: TFP as a ligand in Au(i)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones

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Article information

DOI
https://doi.org/10.1039/C1CC13525B
Article type
Communication
Submitted
14 Jun 2011
Accepted
01 Jul 2011
First published
18 Jul 2011

Chem. Commun., 2011,47, 9390-9392

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TFP as a ligand in Au(I)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones

E. Matoušová, A. Růžička, J. Kuneš, J. Králová and M. Pour, Chem. Commun., 2011, 47, 9390 DOI: 10.1039/C1CC13525B

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