Solid-State Structure of Some
Substituted Hexahydro-1,4:5,8-diepoxy­naphthalenes

Kye-Simeon Masters; Martin Nieger; Stefan Bräse

doi:10.1055/s-0030-1259327

LETTER

Solid-State Structure of Some Substituted Hexahydro-1,4:5,8-diepoxynaphthalenes

Kye-Simeon Masters^a, Martin Nieger^b, Stefan Bräse*^a
^a Institut für Organische Chemie, Karlsruher Institut für Technologie (KIT), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany
Fax: +49(721)6088581; e-Mail: braese@kit.edu;
^b Laboratory of Inorganic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55 (A.I. Virtasen aukio 1), 00014 Helsinki, Finland

Abstract

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Abstract

The structure of several carboxy-substituted hexahydro-1,4:5,8-diepoxynaphthalenes have been solved with X-ray crystallography, in some cases confirming previously contentious structures. The compounds of interest are constructed in efficient one-step 2 × [4+2] cycloaddition reactions from furan and acetylene carboxylate derivatives.

Key words

Diels-Alder reaction - cycloaddition - domino reaction - tandem reaction - furan

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References

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For more detail, see the Supporting Information.

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Solid-State Structure of Some Substituted Hexahydro-1,4:5,8-diepoxy­naphthalenes

Solid-State Structure of Some Substituted Hexahydro-1,4:5,8-diepoxynaphthalenes