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(4R)-Ethyl 4-(4-chloro­phen­yl)-2-hydr­oxy-5-oxo-2,3,4,5-tetra­hydro­pyrano[3,2-c]chromene-2-carboxyl­ate

The title compound, C(21)H(17)ClO(6), is optically pure and adopts an R configuration. It was obtained by an organocatalytic asymmetric Michael addition of 4-hydroxy­coumarin with (E)-ethyl 4-(4-chloro­phen­yl)-2-oxobut-3-enoate. The structure consists of a tetra­hydro­pyran unit fused to the coumar...

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Detalles Bibliográficos
Autores principales: Wang, Yifeng, Zhang, Wei, Xu, Xiangsheng, Zhang, Guangcun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980058/
https://www.ncbi.nlm.nih.gov/pubmed/21580101
http://dx.doi.org/10.1107/S1600536809051976
Descripción
Sumario:The title compound, C(21)H(17)ClO(6), is optically pure and adopts an R configuration. It was obtained by an organocatalytic asymmetric Michael addition of 4-hydroxy­coumarin with (E)-ethyl 4-(4-chloro­phen­yl)-2-oxobut-3-enoate. The structure consists of a tetra­hydro­pyran unit fused to the coumarin ring ring system. The hydroxyl and phenyl groups are on the same side of the tetra­hydro­pyrane ring. The benzene ring is almost perpendicular to the coumarin ring [dihedral angle of 72.89 (3)°]. In the crystal structure, inter­molecular O—H⋯O hydrogen bonds are observed. An intra­molecular O—H⋯O contact also occurs.