This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie and BASF AG. E. F. thanks the Land Baden Württemberg for a postgraduate grant.
Article first published online: 30 DEC 2003
Copyright © 1989 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 28, Issue 7, pages 925–927, July 1989
How to Cite
Fischer, E. and Gleiter, R. (1989), Regiochemistry of the Intramolecular [2 + 2]-Photocycloaddition of Cyclohexenone to Vinyl Ethers. Angew. Chem. Int. Ed. Engl., 28: 925–927. doi: 10.1002/anie.198909251
Dedicated to Professor Margot Becke-Goehring on the occasion of her 75th birthday
- Issue published online: 30 DEC 2003
- Article first published online: 30 DEC 2003
- Manuscript Received: 13 FEB 1989
What influence have chain length and polarization of the vinyl ether double bond on the title reaction? This problem has been studied with the compounds 1–3. With chains of three and four methylene groups, the different polarization only influences the quantum yield; exclusively head-to-head products are formed. With two methylene groups, the polarization also influences the regiochemistry.