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(1S,2R,6R,7aS)-1,2,6-Trihy­droxy­hexa­hydro-1H-pyrrolizin-3-one

In the title compound, C(7)H(11)NO(4), prepared via a Morita–Baylis–Hillman adduct, the five-membered ring bearing three O atoms approximates to a twisted conformation, whereas the other ring is close to an envelope, with a C atom in the flap position. The dihedral angle between their mean planes (a...

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Detalles Bibliográficos
Autores principales: Oliveira, F. L., Freire, K. R. L., Aparicio, R., Coelho, F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297312/
https://www.ncbi.nlm.nih.gov/pubmed/22412502
http://dx.doi.org/10.1107/S1600536812002292
Descripción
Sumario:In the title compound, C(7)H(11)NO(4), prepared via a Morita–Baylis–Hillman adduct, the five-membered ring bearing three O atoms approximates to a twisted conformation, whereas the other ring is close to an envelope, with a C atom in the flap position. The dihedral angle between their mean planes (all atoms) is 23.11 (9)°. The new stereocenters are created in a trans-diaxial configuration. In the crystal, O—H⋯O and O—H⋯(O,O) hydrogen bonds link the mol­ecules, generating a three-dimensional network. A weak C—H⋯O inter­action also occurs.