Issue 3, 2007
From the journal:

Chemical Communications

The remarkable effect of the 7-substituent in the diastereoselective oxidative rearrangement of indoles: Asymmetric synthesis of 3,3-disubstituted oxindoles†

Mathilde Lachia,a   Cyril Poriel,b   Alexandra M. Z. Slawinc  and  Christopher J. Moody*ab  

* Corresponding authors

a School of Chemistry, University of Nottingham, University Park, Nottingham, UK
E-mail: c.j.moody@nottingham.ac.uk

b Department of Chemistry, University of Exeter, Stocker Road, Exeter, UK

c School of Chemistry, University of St. Andrews, Fife, Scotland, UK

Abstract

The nature of the 7-substituent has a remarkable effect on the diastereoselectivity of the oxidative rearrangement of indole-2-carboxamides derived from (S)-2-methoxymethylpyrrolidine into chiral 3,3-disubstituted oxindoles.

Graphical abstract: The remarkable effect of the 7-substituent in the diastereoselective oxidative rearrangement of indoles: Asymmetric synthesis of 3,3-disubstituted oxindoles

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Article information

DOI
https://doi.org/10.1039/B613716D
Article type
Communication
Submitted
20 Sep 2006
Accepted
13 Oct 2006
First published
26 Oct 2006

Chem. Commun., 2007, 286-288

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The remarkable effect of the 7-substituent in the diastereoselective oxidative rearrangement of indoles: Asymmetric synthesis of 3,3-disubstituted oxindoles

M. Lachia, C. Poriel, A. M. Z. Slawin and C. J. Moody, Chem. Commun., 2007, 286 DOI: 10.1039/B613716D

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