A new method for constructing highly functionalized eight-membered ring ketones, fused to one or two additional rings as desired, is reported.
Bibliographical noteFunding Information:
17 O 18 19 hetero atoms are bonded to the same cyclopentene. This interesting chemical transposition is made possible because the release of enolate anion 17 triggers transannular aldolization and generation of 18. In turn, the proximity factors that now develop allow for reintroduction of a cyclic carbamate moiety. Acknowledgment. The financial support of the National Science Foundation is gratefully acknowledged. X-ray crystallographic results were recorded by Prof. Robin Rogers and Dr. Judith Gallucci whom we thank.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry