Journal article

Publication year: 2016

Pages: 1330-1333

Journal: Organic Letters

Volume number: 18

Issue number: 6

ISSN: 1523-7060

Open access status: Green

DOI Link: https://doi.org/10.1021/acs.orglett.6b00276

Publisher: American Chemical Society

Abstract: 
A domino process consisting of an inverse and a normal electron-demand Diels-Alder reaction is presented for the formation of bridged tri- and tetracyclic 1,2,3,4-tetrahydronaphthalenes catalyzed by a bidentate Lewis acid. The products were synthesized in a one-pot reaction from commercially available starting materials and contain up to six stereogenic centers. The tetrahydronaphthalenes were isolated as single diastereomers and are derivatives of phenylethylamine, which is well-known as a scaffold of amphetamine or dopamine.

Harvard Citation style: Schweighauser, L., Bodoky, I., Kessler, S., Häussinger, D., Donsbach, C. and Wegner, H. (2016) Bidentate Lewis Acid Catalyzed Domino Diels-Alder Reaction of Phthalazine for the Synthesis of Bridged Oligocyclic Tetrahydronaphthalenes, Organic Letters, 18(6), pp. 1330-1333. https://doi.org/10.1021/acs.orglett.6b00276

APA Citation style: Schweighauser, L., Bodoky, I., Kessler, S., Häussinger, D., Donsbach, C., & Wegner, H. (2016). Bidentate Lewis Acid Catalyzed Domino Diels-Alder Reaction of Phthalazine for the Synthesis of Bridged Oligocyclic Tetrahydronaphthalenes. Organic Letters. 18(6), 1330-1333. https://doi.org/10.1021/acs.orglett.6b00276