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Synlett 2011(3): 399-401  
DOI: 10.1055/s-0030-1259327
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

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

Kye-Simeon Mastersa, Martin Niegerb, 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
Further Information

Publication History

Received 18 November 2010
Publication Date:
19 January 2011 (online)

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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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For more detail, see the Supporting Information.

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