Cyclotrimerization of 'Oxabenzonorbornadiene': Synthesis of syn- and anti-5,6,11,12,17,18-hexahydro-5,18:6,11 : 12,17-triepoxytrinaphthylene

Date

2004-01-01

Author

De Lucchi, O
Dastan, A
Altundas, A
Fabris, F
Balcı, Metin

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An efficient synthetic route to the concave-shaped, potentially ionophoric syn- and anti-isomers of 5,6,11,12,17,18-hexahydro-5,18:6,11:12,17-triepoxytrinaphthylene (4) was elaborated. Starting from 'oxabenzonorbornadiene' (5), the stannylated precursor 9 was prepared in three steps, followed by cyclotrimerization ;catalyzed by copper(I) thiophene-2-carboxylate (CuTC), which afforded 4 in a synlanti ratio of 5:4.

Subject Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis

URI

https://hdl.handle.net/11511/56559

Journal

HELVETICA CHIMICA ACTA

DOI

https://doi.org/10.1002/hlca.200490213

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

O. De Lucchi, A. Dastan, A. Altundas, F. Fabris, and M. Balcı, “Cyclotrimerization of ‘Oxabenzonorbornadiene’: Synthesis of syn- and anti-5,6,11,12,17,18-hexahydro-5,18:6,11 : 12,17-triepoxytrinaphthylene,” HELVETICA CHIMICA ACTA, pp. 2364–2367, 2004, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56559.