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- W2022333602 abstract "The title compound, C 21 H 23 BrO 3 [systematic name: (3 E ,3a S ,6 Z ,9 R ,9a S ,9b S )-3-(2-bromobenzylidene)-9-hydroxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octahydroazuleno[4,5- b ]furan-2(9b H )-one] was prepared by the reaction of 1-bromo-2-iodobenzene with micheliolide [systematic name: (3a S , R ,9a S ,9b S , Z )-9-hydroxy-6,9-dimethyl-3-methylene-3,3a,4,5,7,8,9,9a-octahydroazuleno[4,5- b ]furan-2(9 bH )-one] under Heck reaction conditions. The title compound exhibits intramolecular O—H...O hydrogen bonding between the hydroxy group and the lactone ring O atom, forming a ring of graph-set motif S (6). The 2-bromophenyl group is trans to the lactone ring, indicating that this is the E isomer (geometry of the exocyclic C=C bond). The dihedral angle between the benzene ring of the 2-bromophenyl moiety and the mean plane of the lactone ring is 51.68 (7)°." @default.
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- W2022333602 date "2014-02-05" @default.
- W2022333602 modified "2023-10-17" @default.
- W2022333602 title "(<i>E</i>)-13-(2-Bromophenyl)micheliolide" @default.
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- W2022333602 doi "https://doi.org/10.1107/s1600536814002177" @default.
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