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Prof. Dr. A. Stephen K. Hashmi, M. Sc. Weibo Yang, M. Sc. Yang Yu, Max M. Hansmann, Dr. Matthias Rudolph and Dr. Frank Rominger Gold-Catalyzed Formal 1,6-Acyloxy Migration Leading to 3,4-Disubstituted Pyrrolidin-2-ones Angewandte Chemie International Edition 52

Article first published online: 4 DEC 2012 | DOI: 10.1002/anie.201207287

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Mobile: The title reaction affords diastereomerically pure 3,4-disubstituted pyrrolidin-2-ones, which are important structural motifs in natural products, in good to high yields. Mechanistic investigations suggest the transformation proceeds through a tandem 1,3-acyloxy migration and a subsequent 1,5-acyloxy migration. DCE=1,2-dichloroethane, IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene.

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