ChemInform Abstract: Salannin and 3-Deacetylsalannin.
Abstract
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ChemInform Abstract
The stereochemistry of the title compounds (I) and (II) is established by spectroscopic means. In both structures, both cyclohexane rings adopt chair conformation, the cyclopentene ring has envelope conformation, the tetrahydrofuran ring C in (I) envelope conformation and in (II) distorted chair conformation, the other tetrahydrofuran ring half-chair conformation. The orientation of the tigloyl group and of the furan ring with respect to the cyclopentene ring as well as the conformation of the carbomethoxy group (anticlinal in (I) and close to antiperiplanar in (II)) are different in the two structures.Molecular packing is achieved by C—H×××O hydrogen bonds in (I) and by O—H×××O hydrogen bonds in (II).
