Issue 12, 2014
From the journal:

Organic & Biomolecular Chemistry

Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines†

Charlie Verrier,a   Sébastien Carreta  and  Jean-François Poisson*a  

* Corresponding authors

a Université Joseph Fourier, Département de Chimie Moléculaire (SERCO), UMR-5250 CNRS, ICMG FR-2607, BP 53, Grenoble Cedex 9, France
E-mail: jean-francois.poisson@ujf-grenoble.fr
Fax: +33 4 76 63 57 54
Tel: +33 4 76 63 59 86

Abstract

The addition of dimethylaluminium alkoxyacetylides to Ellman's sulfinylimines is described. The reaction proceeds with excellent diastereoselectivity and high yield to produce oxygenated propargylamines in one step starting from simple dichloroenol ethers.

Graphical abstract: Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines

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Article information

DOI
https://doi.org/10.1039/C3OB42352B
Article type
Communication
Submitted
25 Nov 2013
Accepted
23 Jan 2014
First published
18 Feb 2014

Org. Biomol. Chem., 2014,12, 1875-1878

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Highly diastereoselective addition of alkoxyethynyl aluminium reagents to N-tert-butylsulfinyl aldimines

C. Verrier, S. Carret and J. Poisson, Org. Biomol. Chem., 2014, 12, 1875 DOI: 10.1039/C3OB42352B

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