Thierry Perrard, J. Plaquevent, J. Desmurs
Aug 31, 2000
Citations
1
Influential Citations
61
Citations
Journal
Organic letters
Abstract
Both enantiomers of methyl dihydrojasmonate (-)-1 and (+)-1 were obtained by a short route using asymmetric Michael addition of dimethyl malonate onto pentyl enone 3, followed by nonracemizing demethoxycarbonylation. The key enantioselective step involves a new system of asymmetric solid-liquid phase-transfer catalysis using solvent-free conditions. Enantiomeric excess as high as 90% (91% yield) was achieved.