The novel chiral compounds 6 have been synthesized in 44%-57% yields with ee ≥98% by asymmetric Michael addition of chiral synthon, 5-L-menthyloxy-butenolides (4) with aliphatic primary amine and primary alcohol 5 as nucleophilic reagents. The structure and absolute configuration were established on the basis of their elemental analysis and spectroscopic data, such as [a]_D~(20), IR, 'H NMR, (13) ~C NMR, MS and X-ray crystallography. These results provide a valuable synthetic route to some complex molecules and biological active compounds.

Key words: butyrolactone, MICHAEL ADDITION REACTION, XRD, PRIMARY AMINE, ALCOHOL, ELEMENTAL ANALYSIS, IR, 1HNMR, BIOLOGICAL ACTIVITY