Methyl-jasmonat: Ein kurzer Weg zum Naturstoff und seinem unnatuerlichen Enantiomer via Palladium(0)-induzierte, enantiodivergente Alkylierung von Cyclopent-2-en-1,3-diol-Derivaten

Article abstract of DOI:10.1002/hlca.19890720822

Palladium-catalyzed alkylation of cyclopent-2-ene-1,2-diol derivatives like 2 is a useful method for enantiodivergent functionalization, resulting both enantiomeric series of chiral building blocks.The chiral building blocks 3 and 13 can be transformed to methyl-jasmonate (1) and its unnatural enantiomer ent-1, recent statement <1b> that 1 has no odour at all and that "methyl-jasmonate's" fragrance is actually due to its cis-isomer ent-11 has been confirmed also for the enantiomeric series.