The author thanks the Fonds der Chemischen Industrie for a Justus-von-Liebig stipend and Prof. Dr. J. Mulzer for his generous support. This work was supported by the Deutsche Forschungsgemeinschaft. Some of the precious metal salts were donated by the Degussa AG.
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Communication
Transition Metal Catalyzed Dimerization of Allenyl Ketones†
Article first published online: 22 DEC 2003
DOI: 10.1002/anie.199515811
Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
Issue
Angewandte Chemie International Edition in English
Volume 34, Issue 15, pages 1581–1583, August 18, 1995
Additional Information
How to Cite
Hashmi, A. S. K. (1995), Transition Metal Catalyzed Dimerization of Allenyl Ketones. Angew. Chem. Int. Ed. Engl., 34: 1581–1583. doi: 10.1002/anie.199515811
- †
Publication History
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Revised: 13 APR 1995
- Manuscript Received: 14 FEB 1995
- Abstract
- References
- Cited By
Keywords:
- allenes;
- furans;
- palladium compounds
Astounding regioselectivity and good yields of the 2,4-disubstituted furans 2 are obtained by the Pd-catalyzed cycloisomerization/dimerization of readily accessible terminal allenyl ketones 1 (R = alkyl, aryl). Compounds 2 are formed exclusively with an (E)-configurated trisubstituted double bond at C4. Remarkably, the allenyl ketones 1 with R = α-haloalkyl and iodoaryl react smoothly to give 2.