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(1S,3S,8S,10S)-10-Fluoro-15-oxa-tetra-cyclo-[6.6.1.0.0]penta-deca-5,12-dien-3-ol.

ABSTRACT: The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep-oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca-hydro-anthra-cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo-hexene rings folded towards the oxygen bridge, the title tetra-cyclic fluoro-alcohol mol-ecule displays a conformation remin-iscent of a pagoda. The crystal packing is effected via inter-molecular O-H?O hydrogen bonds, which link the mol-ecules into a zigzag chain along the b axis.

SUBMITTER: Mehta G

PROVIDER: S-EPMC3213441 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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(1S,3S,8S,10S)-10-Fluoro-15-oxa-tetra-cyclo-[6.6.1.0.0]penta-deca-5,12-dien-3-ol.

Mehta Goverdhan G Sen Saikat S

Acta crystallographica. Section E, Structure reports online 20110709 Pt 8

The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep-oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca-hydro-anthra-cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo-hexene rings folded towards the oxygen bridge, the title tetra-cyclic fluoro-alcohol mol-ecule displays a conformation remin-iscent of a pagoda. The crystal packing is effected via inter-molecular O-H⋯O hydrogen bonds, which link the mol-ecules into a zigzag ...[more]

PMID: 22091020

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