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Issue 36, 2010
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Copper-catalyzed asymmetric addition of arylboronates to isatins: a catalytic cycle involving alkoxocopper intermediates

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Abstract

A copper-catalyzed addition of arylboronates to isatins has been developed to give 3-aryl-3-hydroxy-2-oxindoles under mild conditions. The catalytic cycle of this process has been examined through a series of stoichiometric reactions and an effective asymmetric variant has also been described by the use of a chiral N-heterocyclic carbene ligand.

Graphical abstract: Copper-catalyzed asymmetric addition of arylboronates to isatins: a catalytic cycle involving alkoxocopper intermediates

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Article information


Submitted
28 May 2010
Accepted
08 Jul 2010
First published
20 Aug 2010

Chem. Commun., 2010,46, 6822-6824
Article type
Communication

Copper-catalyzed asymmetric addition of arylboronates to isatins: a catalytic cycle involving alkoxocopper intermediates

R. Shintani, K. Takatsu and T. Hayashi, Chem. Commun., 2010, 46, 6822
DOI: 10.1039/C0CC01635G

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