(1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol

The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep­oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca­hydro­anthra­cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo­hexene rings folded towards the oxygen bridge, the title t...

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Detalles Bibliográficos
Autores principales: Mehta, Goverdhan, Sen, Saikat
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213441/
https://www.ncbi.nlm.nih.gov/pubmed/22091020
http://dx.doi.org/10.1107/S1600536811026857
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author Mehta, Goverdhan
Sen, Saikat
author_facet Mehta, Goverdhan
Sen, Saikat
author_sort Mehta, Goverdhan
collection PubMed
description The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep­oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca­hydro­anthra­cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo­hexene rings folded towards the oxygen bridge, the title tetra­cyclic fluoro­alcohol mol­ecule displays a conformation remin­iscent of a pagoda. The crystal packing is effected via inter­molecular O—H⋯O hydrogen bonds, which link the mol­ecules into a zigzag chain along the b axis.
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spelling pubmed-32134412011-11-16 (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol Mehta, Goverdhan Sen, Saikat Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep­oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca­hydro­anthra­cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo­hexene rings folded towards the oxygen bridge, the title tetra­cyclic fluoro­alcohol mol­ecule displays a conformation remin­iscent of a pagoda. The crystal packing is effected via inter­molecular O—H⋯O hydrogen bonds, which link the mol­ecules into a zigzag chain along the b axis. International Union of Crystallography 2011-07-09 /pmc/articles/PMC3213441/ /pubmed/22091020 http://dx.doi.org/10.1107/S1600536811026857 Text en © Mehta and Sen 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Mehta, Goverdhan
Sen, Saikat
(1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title_full (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title_fullStr (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title_full_unstemmed (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title_short (1S*,3S*,8S*,10S*)-10-Fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
title_sort (1s*,3s*,8s*,10s*)-10-fluoro-15-oxa­tetra­cyclo­[6.6.1.0(1,10).0(3,8)]penta­deca-5,12-dien-3-ol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213441/
https://www.ncbi.nlm.nih.gov/pubmed/22091020
http://dx.doi.org/10.1107/S1600536811026857
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