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Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation. | LitMetric

Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation.

J Am Chem Soc

Department of Chemistry, University of California, Berkeley, California 94720, USA.

Published: July 2008

A convenient gold(III)-catalyzed synthesis of azepines from the intermolecular annulation of propargyl esters and alpha,beta-unsaturated imines is reported (19 examples, 55-95% yield). This formal [4 + 3]-cycloaddition reaction is proposed to proceed via a stepwise process involving intramolecular trapping of an allyl-gold intermediate.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2754784PMC
http://dx.doi.org/10.1021/ja803890tDOI Listing

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