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Synthesis 2015; 47(08): 1154-1162
DOI: 10.1055/s-0034-1380132
DOI: 10.1055/s-0034-1380132
paper
Triphenylphosphine–N-Bromosuccinimide Mediated Chemoselective Cyclodehydration of Diols
Weitere Informationen
Publikationsverlauf
Received: 22. Oktober 2014
Accepted after revision: 03. Januar 2015
Publikationsdatum:
10. Februar 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201508/lookinside/thumbnails/ss-2014-h0640-op_10-1055_s-0034-1380132-1.jpg)
Abstract
A triphenylphosphine–N-bromosuccinimide mediated chemoselective cyclodehydration of diols is presented for the synthesis of polysubstituted tetrahydrofurans. 1,4-Diols and their derivatives can be rapidly cyclized to furnish tetrahydrofurans in high yields with one equivalent of Ph3P/NBS. Higher amount of Ph3P/NBS leads to the formation of dibromobutanes.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380132.
- Supporting Information
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