[(2S,3aR,6aR)-5-Oxohexa­hydro­furo[3,2-b]furan-2-yl]methyl acetate

The title compound, C₉H₁₂O₅, is a bicyclic lactone, presenting a 2,6-dioxabi­cyclo­[3.3.0]octan-3-one skeleton, which was obtained through an intra­molecular lactonization. The bicyclic lactone presents a cis ring-junction and a 1,5-trans-substituted tetra­hydro­furan. Both five-membered rings are in twisted envelope conformations with one of the fused C atoms as the flap. The dihedral angle between the mean planes of the bicyclic lactone residue, defined by the di­hydro­furan-2(3H)-one and the tetra­hydro­furan rings, is 69.5 (2)°. The atoms of the ester chain are coplanar [maximum deviation = 0.013 (2) Å]. The absolute structure was not determined.

(1S,2S,5S)-2-Methyl-3-oxo-5-(prop-1-en-2-yl)cyclo­hexane-1-carbo­nitrile

The mol­ecule of the title compound, C₁₁H₁₅NO, contains a cyclo­hexa­none ring, three defined stereocenters and an exocyclic double bond. The crystal structure is the result of a study on the Michael addition reaction of (S)-carvone with sodium cyanide using ionic liquids as the reaction medium and so the absolute configuration is known from the chemistry. The six-membered ring is in a chair conformation.