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Organocatalytic asymmetric Michael addition between 3-subsituted oxindoles and enals catalyzed by camphor sulfonyl hydrazine

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Abstract

Organocatalytic asymmetric Michael addition between 3-substituted oxindoles and enals catalyzed by chiral camphor sulfonyl hydrazines (CaSHs) has been developed. A wide range of 3-substituted oxindoles and enals were successfully used, giving the corresponding 3,3-disubstituted oxindoles containing vicinal stereogenic carbon centers in good yields with good to excellent enantioselectivities and moderate to good diastereoselectivities (up to 89% yield, 99% ee and 99 : 1 dr).

Graphical abstract: Organocatalytic asymmetric Michael addition between 3-subsituted oxindoles and enals catalyzed by camphor sulfonyl hydrazine

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Publication details

The article was received on 24 Nov 2018, accepted on 02 Jan 2019 and first published on 02 Jan 2019


Article type: Paper
DOI: 10.1039/C8OB02934B
Citation: Org. Biomol. Chem., 2019, Advance Article
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    Organocatalytic asymmetric Michael addition between 3-subsituted oxindoles and enals catalyzed by camphor sulfonyl hydrazine

    W. Cheng, L. Chen, F. Xu, W. Lin, X. Ren and Y. Li, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02934B

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