We thank the National Institutes of Health (GM 49736 to J.-L. R.) for financial support.
An Antibody-Catalyzed 1,2-Rearrangement of CarbonCarbon Bonds†
Article first published online: 22 DEC 2003
Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 33, Issue 15-16, pages 1607–1609, September 2, 1994
How to Cite
Chen, Y., Reymond, J.-L. and Lerner, R. A. (1994), An Antibody-Catalyzed 1,2-Rearrangement of CarbonCarbon Bonds. Angew. Chem. Int. Ed. Engl., 33: 1607–1609. doi: 10.1002/anie.199416071
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 28 MAR 1994
The transition state of the dienone-phenol rearrangement of 1 to 2 is mimicked by hapten 3. An immune response to 3 yielded an antibody (62C7) which was found to catalyze the rearrangement efficiently. It was shown that 62C7 does not act as a simple acid catalyst, but rather selectively stabilizes the charge distribution in the transition state.