We thank National Science Council, Taiwan, for financial support of this work.
Gold-Catalyzed Oxidative Cyclizations on 1,4-Enynes: Evidence for a γ-Substituent Effect on Wagner–Meerwein Rearrangements†
Article first published online: 5 MAR 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 15, pages 4229–4234, April 8, 2013
How to Cite
Ghorpade, S., Su, M.-D. and Liu, R.-S. (2013), Gold-Catalyzed Oxidative Cyclizations on 1,4-Enynes: Evidence for a γ-Substituent Effect on Wagner–Meerwein Rearrangements . Angew. Chem. Int. Ed., 52: 4229–4234. doi: 10.1002/anie.201210313
- Issue published online: 3 APR 2013
- Article first published online: 5 MAR 2013
- Manuscript Revised: 5 FEB 2013
- Manuscript Received: 27 DEC 2012
- National Science Council, Taiwan
- homogeneous catalysis;
- Wagner–Meerwein rearrangement
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.