We thank Dr. G. Brunner for NMR experiments, Dr. Z. Chen at Fudan University for X-ray measurements, and G. Tang at Fudan University for the high-resolution MS data.
Tandem Cross-Dimerisation/Oxonia-Cope Reaction of Carbonyl Compounds to Homoallylic Esters and Lactones†
Article first published online: 26 APR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 23, pages 5647–5651, June 4, 2012
How to Cite
Zou, Y., Ding, C., Zhou, L., Li, Z., Wang, Q., Schoenebeck, F. and Goeke, A. (2012), Tandem Cross-Dimerisation/Oxonia-Cope Reaction of Carbonyl Compounds to Homoallylic Esters and Lactones. Angew. Chem. Int. Ed., 51: 5647–5651. doi: 10.1002/anie.201200425
- Issue published online: 30 MAY 2012
- Article first published online: 26 APR 2012
- Manuscript Received: 16 JAN 2012
- homoallylic esters;
- ring enlargement;
- Tishchenko reaction
Conceptually different: This allyltransfer reaction is catalyzed by Lewis acids (LAs) and proceeds atom-economically by disproportionation of the carbonyl groups through organized oxonia-Cope transition states (see scheme). A stereoselective [n+4] ring enlargement leads to a variety of macrolides with 9- to 16-membered rings.