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Issue 25, 2017
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Asymmetric cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates: total syntheses of (+)-lycoricidine and (+)-7-deoxypancratistatin

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Abstract

Highly diastereoselective palladium catalyzed cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates has been established to provide enantioenriched β-aryl homoallylic amines. The synthetic application of this stragety has been successfully demonstrated in the concise total syntheses of antitumor natural products (+)-lycoricidine and (+)-7-deoxypancratistatin.

Graphical abstract: Asymmetric cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates: total syntheses of (+)-lycoricidine and (+)-7-deoxypancratistatin

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Publication details

The article was received on 06 Jan 2017, accepted on 20 Feb 2017, published on 20 Feb 2017 and first published online on 20 Feb 2017


Article type: Communication
DOI: 10.1039/C7CC00108H
Citation: Chem. Commun., 2017,53, 3520-3523
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    Asymmetric cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates: total syntheses of (+)-lycoricidine and (+)-7-deoxypancratistatin

    S. Cai, B. Yuan, Y. Jiang, G. Lin and X. Sun, Chem. Commun., 2017, 53, 3520
    DOI: 10.1039/C7CC00108H

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