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Issue 40, 2014
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Counterion effects in the catalytic stereoselective synthesis of 2,3′-pyrrolidinyl spirooxindoles

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Abstract

A Lewis acid-catalyzed stereoselective [3+2] annulation of crotylsilanes with iminooxindoles is reported to access 2,3′-pyrrolidinyl spirooxindoles with four stereocenters. The addition of NaBArF significantly enhances reactivity, allowing either metal salts or acidic clay to be effective catalysts for the stereoselective reaction.

Graphical abstract: Counterion effects in the catalytic stereoselective synthesis of 2,3′-pyrrolidinyl spirooxindoles

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Article information


Submitted
09 Oct 2013
Accepted
09 Dec 2013
First published
09 Dec 2013

Chem. Commun., 2014,50, 5242-5244
Article type
Communication
Author version available

Counterion effects in the catalytic stereoselective synthesis of 2,3′-pyrrolidinyl spirooxindoles

J. P. MacDonald, B. H. Shupe, J. D. Schreiber and A. K. Franz, Chem. Commun., 2014, 50, 5242
DOI: 10.1039/C3CC47767C

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