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Acta Cryst. (2012). E68, o3392-o3393
[ doi:10.1107/S1600536812046776 ]

(2aR*,5S*,6aS*,8aS*,E)-Ethyl 5-hydroxy-7,7,8a-trimethyl-8-oxo-2,2a,6,6a,7,8,8a,8b-octahydro-1H-pentaleno[1,6-bc]oxepine-4-carboxylate

G. Mehta, C. S. A. Kumar and S. Sen

Abstract: The title compound, C17H24O5, featuring a 2-carbethoxy-3-oxepanone unit in its intramolecularly O-H...O hydrogen-bonded enol form, was obtained via [(CF3CO2)2Rh]2-catalysed intramolecular O-H bond insertion in the [alpha]-diazo-[omega]-hydroxy-[beta]-ketoester, ethyl 4-[(1S,3aS,6R,6aS)-6-hydroxy-2,2,3a-trimethyl-3-oxo-octahydropentalen-1-yl]-2-diazo-3-oxobutanoate. The seven-membered oxacyclic ring, thus constructed on a cis-fused diquinane platform, was found to adopt a distorted boat-sofa conformation.

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