SYNTHESIS OF (6S,1'S)-(+)-HERNANDULCIN, A SWEETNER, AND ITS STEREOISOMERS

Article abstract of DOI:10.1016/S0040-4020(01)96071-5

All of the four possible stereoisomers of hernandulcin <6-(1'-hydroxy-1',5'-dimethyl-4'-hexenyl)-3-methyl-2-cyclohexenone> were synthesized starting from the enantiomers of limonene.The absolute configuration of the naturally occuring and sweet-tasting (+)-hernandulcin was established as 6S,1'S.Other stereoisomers were not sweet at all.