Journal article

Authors list: Kessler, SN; Neuburger, M; Wegner, HA

Publication year: 2012

Pages: 17885-17888

Journal: Journal of the American Chemical Society

Volume number: 134

Issue number: 43

ISSN: 0002-7863

DOI Link: https://doi.org/10.1021/ja308858y

Publisher: American Chemical Society

Abstract: 
A domino inverse electron-demand Diels-Alder (IEDDA)/cyclopropanation reaction of diazines was discovered by applying electron-rich furans in the bidentate Lewis acid catalyzed IEDDA reaction. This process produces benzonorcaradienes in excellent yields with a low loading of a bidentate Lewis acid catalyst of 2 to 5 mol %. We demonstrate the broad applicability by 20 examples with different dienophiles and a variety of dienes. A detailed mechanism is proposed supported by DFT calculations.

Harvard Citation style: Kessler, S., Neuburger, M. and Wegner, H. (2012) Domino Inverse Electron-Demand Diels-Alder/Cyclopropanation Reaction of Diazines Catalyzed by a Bidentate Lewis Acid, Journal of the American Chemical Society, 134(43), pp. 17885-17888. https://doi.org/10.1021/ja308858y

APA Citation style: Kessler, S., Neuburger, M., & Wegner, H. (2012). Domino Inverse Electron-Demand Diels-Alder/Cyclopropanation Reaction of Diazines Catalyzed by a Bidentate Lewis Acid. Journal of the American Chemical Society. 134(43), 17885-17888. https://doi.org/10.1021/ja308858y