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Satish Ghorpade, Prof. Dr. Ming-Der Su and Prof. Dr. Rai-Shung Liu Gold-Catalyzed Oxidative Cyclizations on 1,4-Enynes: Evidence for a γ-Substituent Effect on Wagner–Meerwein Rearrangements Angewandte Chemie International Edition 52

Article first published online: 5 MAR 2013 | DOI: 10.1002/anie.201210313

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Gold-catalyzed oxidative cyclizations of 1,4-enynes were used to study the γ-effect on the Wagner–Meerwein rearrangement. Both experimental and theoretical work disclose that a gold substituent in the γ-position can direct a stereospecific 1,2-shift of the anti-β-substituent regardless of its intrinsic properties.

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