Journalartikel

Autorenliste: Ochmann, L; Fuhrmann, M; Gössl, FJ; Makaveev, A; Schreiner, PR

Jahr der Veröffentlichung: 2022

Seiten: 6968-6972

Zeitschrift: Organic Letters

Bandnummer: 24

Heftnummer: 38

ISSN: 1523-7060

eISSN: 1523-7052

DOI Link: https://doi.org/10.1021/acs.orglett.2c02780

Verlag: American Chemical Society

Abstract: 
We report a general and scalable method for the synthesis of all-meta-trisubstituted benzenes from readily available 3,5-disubstituted catechols. Oxidation and [4 + 2] cycloaddition with acetylene dienophiles generate a bicyclo[2.2.2]octane structure that is doubly decarbonylated initiated by blue-light irradiation, leading to a meta,meta-disubstitution pattern on the re-aromatized system. This enables this substitution pattern even with very bulky alkyl groups (deemed excellent dispersion energy donors) to be incorporated into, for example, chiral phosphoric acid catalysts.

Harvard-Zitierstil: Ochmann, L., Fuhrmann, M., Gössl, F., Makaveev, A. and Schreiner, P. (2022) All That metas-Synthesis of Dispersion Energy Donor-Substituted Benzenes, Organic Letters, 24(38), pp. 6968-6972. https://doi.org/10.1021/acs.orglett.2c02780

APA-Zitierstil: Ochmann, L., Fuhrmann, M., Gössl, F., Makaveev, A., & Schreiner, P. (2022). All That metas-Synthesis of Dispersion Energy Donor-Substituted Benzenes. Organic Letters. 24(38), 6968-6972. https://doi.org/10.1021/acs.orglett.2c02780