In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds

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Abstract

New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detected. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Yu, Y., Yang, W., Rominger, F., & Hashmi, A. S. K. (2013). In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds. Angewandte Chemie - International Edition, 52(29), 7586–7589. https://doi.org/10.1002/anie.201302402

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