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Issue 12, 2015
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Enantioselective gold catalyzed dearomative [2+2]-cycloaddition between indoles and allenamides

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Abstract

The highly enantioselective synthesis of densely functionalized 2,3-indoline-cyclobutanes by means of chiral gold catalysis is presented. Intermolecular formal [2+2]-cycloaddition reactions between substituted indoles and allenamides enabled direct access to methylenecyclobutane-fused indolines, featuring two consecutive quaternary stereogenic centers with excellent stereochemical control (dr > 20 : 1, ee up to 99%).

Graphical abstract: Enantioselective gold catalyzed dearomative [2+2]-cycloaddition between indoles and allenamides

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Publication details

The article was received on 03 Nov 2014, accepted on 20 Dec 2014 and first published on 22 Dec 2014


Article type: Communication
DOI: 10.1039/C4CC08736D
Chem. Commun., 2015,51, 2320-2323

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    Enantioselective gold catalyzed dearomative [2+2]-cycloaddition between indoles and allenamides

    M. Jia, M. Monari, Q. Yang and M. Bandini, Chem. Commun., 2015, 51, 2320
    DOI: 10.1039/C4CC08736D

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