Synthesis of cis-Oriented Vicinal Diphenylethylenes through a Lewis Acid-Promoted Annulation of Oxotriphenylhexanoates
Artikel i vetenskaplig tidskrift, 2021

This study explores the synthesis of cyclic cis-vicinal phenyl ethylenes from oxotriphenylhexanoates. The reaction is a BBr3-promoted cyclization of 1,6-ketoesters (1) to five-membered diketo compounds (2). The synthesis is interesting as it constitutes one of the few examples of modular stereoselective synthesis of structures with a cis-oriented vicinal diphenylethylene. The core structure of 2 can be smoothly derivatized, which makes it a promising synthetic building block for further stereoselective synthetic applications.


Martin Kamlar

Chalmers, Kemi och kemiteknik, Kemi och biokemi

Elin Henriksson

Student vid Chalmers

Ivana Cisarova

Univerzita Karlova

Marcus Malo

Göteborgs universitet

Henrik Sundén

Chalmers, Kemi och kemiteknik, Kemi och biokemi

Journal of Organic Chemistry

0022-3263 (ISSN) 1520-6904 (eISSN)

Vol. 86 13 8660-8671


Farmaceutisk synteskemi

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