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Issue 46, 2013
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Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades

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Abstract

The enantioselective synthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio- and diastereoselectivities.

Graphical abstract: Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades

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Publication details

The article was received on 21 Mar 2013, accepted on 19 Apr 2013 and first published on 19 Apr 2013


Article type: Communication
DOI: 10.1039/C3CC42079E
Citation: Chem. Commun., 2013,49, 5265-5267
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    Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades

    M. Li, A. Hawkins, D. M. Barber, P. Bultinck, W. Herrebout and D. J. Dixon, Chem. Commun., 2013, 49, 5265
    DOI: 10.1039/C3CC42079E

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