Issue 100, 2012
From the journal:

Chemical Communications

Highly cis-selective synthesis of iodo-aziridines using diiodomethyllithium and in situ generated N-Boc-imines†

James A. Bull,*a   Tom Boultwooda  and  Thomas A. Taylora  

* Corresponding authors

a Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK
E-mail: j.bull@imperial.ac.uk
Tel: +44 (0)207 594 5811

Abstract

The first preparation of iodoaziridines is described. The addition of diiodomethyllithium to N-Boc-imines affords these novel aziridines in high yields. The reaction proceeds in one-pot via a highly diastereoselective cyclisation of an amino gem-diiodide intermediate.

Graphical abstract: Highly cis-selective synthesis of iodo-aziridines using diiodomethyllithium and in situ generated N-Boc-imines

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC37029H
Article type
Communication
Submitted
27 Sep 2012
Accepted
02 Nov 2012
First published
05 Nov 2012
This article is Open Access
Creative Commons BY license

Chem. Commun., 2012,48, 12246-12248

Permissions

Request permissions

Highly cis-selective synthesis of iodo-aziridines using diiodomethyllithium and in situ generated N-Boc-imines

J. A. Bull, T. Boultwood and T. A. Taylor, Chem. Commun., 2012, 48, 12246 DOI: 10.1039/C2CC37029H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements