Journal article

Authors list: Ahles, S; Gotz, S; Schweighauser, L; Brodsky, M; Kessler, SN; Heindl, AH; Wegner, HA

Publication year: 2018

Pages: 7034-7038

Journal: Organic Letters

Volume number: 20

Issue number: 22

ISSN: 1523-7060

DOI Link: https://doi.org/10.1021/acs.orglett.8b02967

Publisher: American Chemical Society

Abstract: 
A stereoselective domino inverse electron demand Diels-Alder/amine group transfer reaction catalyzed by a bidentate Lewis acid provides 1-amino-1,2-dihydronaphthalenes, a core structure in many bioactive compounds. A concerted mechanism is proposed based on experimental studies as well as DFT computations demonstrating a new general reactivity scheme. The broad scope of the reaction was evaluated by variation of all three starting compounds, phthalazines, aldehydes, and amines. Scalability was demonstrated by a gram scale reaction without diminished yield.

Harvard Citation style: Ahles, S., Gotz, S., Schweighauser, L., Brodsky, M., Kessler, S., Heindl, A., et al. (2018) An Amine Group Transfer Reaction Driven by Aromaticity, Organic Letters, 20(22), pp. 7034-7038. https://doi.org/10.1021/acs.orglett.8b02967

APA Citation style: Ahles, S., Gotz, S., Schweighauser, L., Brodsky, M., Kessler, S., Heindl, A., & Wegner, H. (2018). An Amine Group Transfer Reaction Driven by Aromaticity. Organic Letters. 20(22), 7034-7038. https://doi.org/10.1021/acs.orglett.8b02967