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Issue 13, 2013
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3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines

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Abstract

A direct asymmetric Mannich reaction of N-unprotected 3-bromooxindoles with N-Ts-imines catalyzed by bifunctional thiourea derived from 2-substituted cinchona alkaloid was developed. Products with vicinal chiral tertiary and brominated quaternary stereogenic centers were achieved in excellent diastereo- and enantioselectivity (up to 99 : 1 dr, 99% ee).

Graphical abstract: 3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines

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Publication details

The article was received on 25 Nov 2012, accepted on 19 Dec 2012 and first published on 19 Dec 2012


Article type: Communication
DOI: 10.1039/C2CC38475B
Citation: Chem. Commun., 2013,49, 1330-1332
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    3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines

    J. Li, T. Du, G. Zhang and Y. Peng, Chem. Commun., 2013, 49, 1330
    DOI: 10.1039/C2CC38475B

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