(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]furan-2(5H)-one

Abstract

The title compound, C18H26ClNO3, was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dichloro-5-(S)-(l-menthyloxy)furan-2(5H)-one and 2,5-dihydro-1H-pyrrole in the presence of potassium fluoride. In the molecule, the nearly planar dihydropyrrole ring [maximum atomic deviation = 0.019 (3) Å] is oriented at a dihedral angle of 10.73 (8)° to the the nearly planar furanone ring [maximum atomic deviation = 0.011 (2) Å]; the cyclohexane ring adopts a chair conformation. In the crystal, molecules are linked via weak intermolecular C—H...O hydrogen bonds, forming supramolecular chains running along the b axis.