Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5217210 | Tetrahedron | 2013 | 8 Pages |
Abstract
A versatile intramolecular reaction of allene-containing diazomalonates that exhibits excellent chemoselectivity for either allenic C-H insertion or cyclopropanation is demonstrated. The identity of the product depends on the transition metal catalyst that is employed for the reaction. Rh catalysts promote exclusive C-H insertion with good diastereoselectivity for the trans product, while Cu catalysis enables intramolecular cyclopropanation to yield methylenecyclopropanes with moderate to good E:Z ratios.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Alicia M. Phelps, Nicholas S. Dolan, Nathan T. Connell, Jennifer M. Schomaker,