Published November 12, 2003
| Supplemental Material
Journal Article
Open
The Development of a Facile Tandem Wolff/Cope Rearrangement for the Synthesis of Fused Carbocyclic Skeletons
Abstract
A set of mild processes for the conversion of vinyl cyclopropyl diazo ketones to highly functionalized cycloheptadienones and vinyl cyclopentenones by use of a target-inspired tandem Wolff/Cope rearrangement sequence is described. A divergent reaction course of the vinyl cyclopropyl diazo ketone substrates under sono- or photochemical activation provides good to excellent yields (55−98%) of the product cycloheptadienones and vinyl cyclopentenones.
Additional Information
© 2003 American Chemical Society. Received 29 July 2003. Published online 16 October 2003. Published in print 1 November 2003. We are grateful to Research Corporation, Pfizer·UNCF (postdoctoral fellowship to R.S.), and the NSF (predoctoral fellowship to J.T.S.) for generous financial support. We also thank Neil K. Garg for assisting with advanced NMR experiments.Attached Files
Supplemental Material - ja037587csi20030829_070611.pdf
Files
ja037587csi20030829_070611.pdf
Files
(1.8 MB)
| Name | Size | Download all |
|---|---|---|
|
md5:6cd085bc3b6bdf501865828764f8dbde
|
1.8 MB | Preview Download |
Additional details
- Eprint ID
- 74335
- Resolver ID
- CaltechAUTHORS:20170215-143652773
- Research Corporation
- Pfizer-UNCF
- NSF Predoctoral Fellowship
- Created
-
2017-02-15Created from EPrint's datestamp field
- Updated
-
2021-11-11Created from EPrint's last_modified field