Issue 7, 2009
From the journal:

Organic & Biomolecular Chemistry

Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature†

Christian M. Kleiner,a   Luise Horst,a   Christian Würtele,b   Raffael Wendea  and  Peter R. Schreiner*a  

* Corresponding authors

a Justus-Liebig-Universität, Institut für Organische Chemie, Heinrich-Buff-Ring 58, Giessen, Germany
E-mail: prs@org.chemie.uni-giessen.de
Fax: +49 641 9934309
Tel: +49 641 9934300

b Justus-Liebig-Universität, Institut für Anorganische und Analytische Chemie, Heinrich-Buff-Ring 58, Giessen, Germany

Abstract

Herein we shed light on the mechanism of the reaction of epoxides with ammonium thiocyanate to give the corresponding thiiranes in water, and we present a computational mechanistic model for this highly useful reaction.

Graphical abstract: Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature

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Article information

DOI
https://doi.org/10.1039/B820232J
Article type
Paper
Submitted
12 Nov 2008
Accepted
08 Jan 2009
First published
25 Feb 2009

Org. Biomol. Chem., 2009,7, 1397-1403

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Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature

C. M. Kleiner, L. Horst, C. Würtele, R. Wende and P. R. Schreiner, Org. Biomol. Chem., 2009, 7, 1397 DOI: 10.1039/B820232J

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