Issue 27, 2015
From the journal:

Organic & Biomolecular Chemistry

Enantioselective alkynylation of benzo[e][1,2,3]-oxathiazine 2,2-dioxides catalysed by (R)-VAPOL-Zn complexes: synthesis of chiral propargylic cyclic sulfamidates†

Lode De Munck,a   Alicia Monleón,a   Carlos Vila,a   M. Carmen Muñozb  and  José R. Pedro*a  

* Corresponding authors

a Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València, Spain
E-mail: jose.r.pedro@uv.es

b Departament de Física Aplicada, Universitat Politècnica de València, Camino de Vera s/n, 46022 València, Spain

Abstract

(R)-VAPOL-Zn(II) complexes catalysed the enantioselective addition of terminal alkynes to cyclic benzoxathiazine 2,2-dioxides, providing the corresponding chiral propargylic sulfamidates with high yields (up to 93%) and good enantiomeric excesses (up to 87%).

Graphical abstract: Enantioselective alkynylation of benzo[e][1,2,3]-oxathiazine 2,2-dioxides catalysed by (R)-VAPOL-Zn complexes: synthesis of chiral propargylic cyclic sulfamidates

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Article information

DOI
https://doi.org/10.1039/C5OB01012H
Article type
Communication
Submitted
19 May 2015
Accepted
04 Jun 2015
First published
04 Jun 2015

Org. Biomol. Chem., 2015,13, 7393-7396

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Enantioselective alkynylation of benzo[e][1,2,3]-oxathiazine 2,2-dioxides catalysed by (R)-VAPOL-Zn complexes: synthesis of chiral propargylic cyclic sulfamidates

L. De Munck, A. Monleón, C. Vila, M. C. Muñoz and J. R. Pedro, Org. Biomol. Chem., 2015, 13, 7393 DOI: 10.1039/C5OB01012H

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