ENAMINE CONDENSATION ON DERIVATIVES OF ALEURITIC ACID AND SYNTHESIS OF (Z)-9-TRICOSENE (MUSCALURE), ITS (E)-ISOMER, AND (E)-13-HEPTACOSENE

Article abstract of DOI:10.1016/S0040-4020(01)87551-7

Enamine condensation on (9RS,10RS)-9,10,16-triacetoxy hexadecanoyl chloride as well as (7RS,8RS)-7,8-diacetoxypentadeca-1,15-dioyl chloride using 1-morpholino-1-cyclohexene led to chain elongated products with 22 and 27 carbon atoms and its (E)-isomer while the latter led to a synthesis of (E)-13-heptacosene.