Abstract
The title compound, C20H30ClNO3, was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menthyloxy)-2(5H)-furanone and diallylamine in the presence of potassium fluoride. The molecular structure contains an approximately planar five-membered furanone ring [maximum atomic deviation = 0.0221 (3) Å] and a six-membered ring adopting a chair conformation.
Highlights
The title compound, C20H30ClNO3, was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4dichloro-5-(l-menthyloxy)-2(5H)-furanone and diallylamine in the presence of potassium fluoride
The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry
The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2
Summary
(5S)-3-Chloro-4-diallylamino-5[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]furan-2(5H)-one R factor = 0.038; wR factor = 0.102; data-to-parameter ratio = 17.2. The title compound, C20H30ClNO3, was obtained via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4dichloro-5-(l-menthyloxy)-2(5H)-furanone and diallylamine in the presence of potassium fluoride. The molecular structure contains an approximately planar five-membered furanone ring [maximum atomic deviation = 0.0221 (3) Å] and a sixmembered ring adopting a chair conformation.
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