Accessibility navigation

Copper(II)-catalyzed [2,3]-sigmatropic rearrangement of N-methyltetrahydropyridinium ylids

Heath, P., Roberts, E., Sweeney, J.B., Wessel, H.P. and Workman, J.A. (2003) Copper(II)-catalyzed [2,3]-sigmatropic rearrangement of N-methyltetrahydropyridinium ylids. Journal of Organic Chemistry, 68 (10). pp. 4083-4086. ISSN 0022-3263

Full text not archived in this repository.

It is advisable to refer to the publisher's version if you intend to cite from this work. See Guidance on citing.

To link to this item DOI: 10.1021/jo034147v


A ring-contractive and highly diastereoselective [2,3]-sigmatropic rearrangement occurs when N-methyl-1,2,3,6-tetrahydropyridine is treated with sub-stoichiometric amounts of copper or rhodium salts, in the presence of ethyl diazoacetate, giving ethyl cis-N-methyl-3-ethenyl proline (4).

Item Type:Article
Divisions:Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11324
Uncontrolled Keywords:CATALYTIC METHODS

University Staff: Request a correction | Centaur Editors: Update this record

Page navigation