Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides

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Abstract

Golden opportunity: [4+3] Cycloaddition reactions of arenynamides and epoxides are enabled under gold catalysis and have a broad substrate scope (see scheme; Ms=methanesulfonyl). An S N2-type front-side attack of phenyl at the oxiranyl ring is expected to cause the retention of stereochemistry. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Karad, S. N., Bhunia, S., & Liu, R. S. (2012). Retention of stereochemistry in gold-catalyzed formal [4+3] cycloaddition of epoxides with arenynamides. Angewandte Chemie - International Edition, 51(35), 8722–8726. https://doi.org/10.1002/anie.201203723

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