Highly diastereoselective synthesis of a novel functionalized triepoxytrinaphthylene

Erdoğan M., Eşsiz S., Fabris F., DAŞTAN A.

Arkivoc, vol.2018, pp.125-134, 2018 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 2018
  • Publication Date: 2018
  • Doi Number: 10.24820/ark.5550190.p010.408
  • Journal Name: Arkivoc
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.125-134
  • Keywords: Aromatic compounds, Copper, Cup-shaped molecules, Cyclotrimerization, Stereoselective reactions
  • Hakkari University Affiliated: No

Abstract

The high yielding synthesis of a novel benzocyclotrimer is herein presented. The syn-diastereomer is obtained as major product, presumably in virtue of the presence of an oxa-bridge of the bicylic components. The three oxa-bridges can be used for further functionalization, as well as the six bromine atoms of the three aromatic rings, as demonstrated in the aromatization of a mixture of anti-1 and syn-1 (3:7) leading to trinaphthylene.