(5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one

The title compound, C(15)H(15)BrO(2), was synthesized by a Brønsted acid-catalysed domino electrocyclization-halogenation reaction. The five-membered ring is essentially planar (r.m.s. deviation 0.006 Å) and forms a dihedral angle of 72.7 (3)° with the attached phenyl ring. The six-membered heterocy...

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Detalles Bibliográficos
Autores principales: Ieawsuwan, Winai, Bolte, Michael
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/PMC3201490/
https://www.ncbi.nlm.nih.gov/pubmed/22064748
http://dx.doi.org/10.1107/S1600536811038232
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author Ieawsuwan, Winai
Bolte, Michael
author_facet Ieawsuwan, Winai
Bolte, Michael
author_sort Ieawsuwan, Winai
collection PubMed
description The title compound, C(15)H(15)BrO(2), was synthesized by a Brønsted acid-catalysed domino electrocyclization-halogenation reaction. The five-membered ring is essentially planar (r.m.s. deviation 0.006 Å) and forms a dihedral angle of 72.7 (3)° with the attached phenyl ring. The six-membered heterocycle adopts a half-chair conformation. The crystal packing is stabilized by a C—H⋯O contact.
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spelling pubmed-32014902011-11-06 (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one Ieawsuwan, Winai Bolte, Michael Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(15)BrO(2), was synthesized by a Brønsted acid-catalysed domino electrocyclization-halogenation reaction. The five-membered ring is essentially planar (r.m.s. deviation 0.006 Å) and forms a dihedral angle of 72.7 (3)° with the attached phenyl ring. The six-membered heterocycle adopts a half-chair conformation. The crystal packing is stabilized by a C—H⋯O contact. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201490/ /pubmed/22064748 http://dx.doi.org/10.1107/S1600536811038232 Text en © Ieawsuwan and Bolte 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
Ieawsuwan, Winai
Bolte, Michael
(5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title_full (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title_fullStr (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title_full_unstemmed (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title_short (5S,6R)-6-Bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2H-cyclo­penta­[b]pyran-7-one
title_sort (5s,6r)-6-bromo-6-methyl-5-phenyl-3,4,5,6-tetra­hydro-2h-cyclo­penta­[b]pyran-7-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201490/
https://www.ncbi.nlm.nih.gov/pubmed/22064748
http://dx.doi.org/10.1107/S1600536811038232
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