6533b829fe1ef96bd1289712

RESEARCH PRODUCT

Synthesis of (±)-(E)-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid and the corresponding amide (“acacialactam”)

J. Alberto MarcoJuan MurgaMiguel Carda

subject

OzonolysisOrganic ChemistrySpectral propertiesTotal synthesisBiochemistrychemistry.chemical_compoundLinaloolchemistryAmideDrug DiscoveryWittig reactionMoleculeOrganic chemistryAliphatic compound

description

Abstract The total synthesis of the title compounds in racemic form is described. Linalool was used as the starting material and transformed into the target molecules in 6 steps. The synthetic amide displays spectral properties identical to those reported for the natural compound acacialactam, indicating that the structure proposed for the latter compound is not correct.

https://doi.org/10.1016/s0040-4039(00)76907-3