Issue 45, 2005
From the journal:

Chemical Communications

Organolithium-mediated conversion of β-functionalised aziridines into alkynyl amino alcohols and diamines

Jianhui Huanga  and  Peter O'Brien*a  

* Corresponding authors

a Department of Chemistry, University of York, Heslington, York, UK
E-mail: paob1@york.ac.uk
Fax: +44-1904-432516
Tel: +44-1904-432535

Abstract

The direct conversion of dihydrofuran and dihydropyrrole N-triisopropylbenzenesulfonyl aziridines into alkynyl amino alcohols and diamines respectively can be achieved using 3 equiv. sec-butyllithium–PMDETA in THF; use of n-butyllithium and (−)-sparteine in Et2O gave an alkynyl amino alcohol in 60% ee.

Graphical abstract: Organolithium-mediated conversion of β-functionalised aziridines into alkynyl amino alcohols and diamines

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Article information

DOI
https://doi.org/10.1039/B510920E
Article type
Communication
Submitted
01 Aug 2005
Accepted
27 Sep 2005
First published
20 Oct 2005

Chem. Commun., 2005, 5696-5698

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Organolithium-mediated conversion of β-functionalised aziridines into alkynyl amino alcohols and diamines

J. Huang and P. O'Brien, Chem. Commun., 2005, 5696 DOI: 10.1039/B510920E

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