A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
Acid-Promoted Cascade Cyclization to Produce 2-(4′-Alkoxyaryl)-3,4-Fused Tricyclic Dihydrobenzopyrans via a Vinylidene para-Quinone Methide Intermediate
Tekijät: Dongil Choi, Naoki Shiga, Robert Franzén, Tetsuhiro Nemoto
Kustantaja: Wiley-VCH Verlag
Julkaisuvuosi: 2018
Journal: European Journal of Organic Chemistry
Tietokannassa oleva lehden nimi: European Journal of Organic Chemistry
Vuosikerta: 2018
Numero: 15
Aloitussivu: 1785
Lopetussivu: 1788
Sivujen määrä: 4
ISSN: 1434-193X
DOI: https://doi.org/10.1002/ejoc.201800013
We developed a novel method for synthesizing 2‐(4‐hydroxyaryl)‐3,4‐fused tricyclic
dihydrobenzopyrans with 2,3‐syn and 3,4‐syn motif based on the acid‐promoted cascade cyclization via vinylidene para‐quinone methide intermediates. Using easily prepared linear substrates, TFA‐promoted
cascade cyclization proceeded in the presence of triethylsilane, affording a series
of five to seven‐membered ring‐fused dihydrobenzopyran derivatives in moderate to
excellent yield in a highly diastereoselective manner. The developed method provided
new access to potent and selective ERβ agonists.
