82621-68-9Relevant academic research and scientific papers
SYNTHESIS OF THE TWO ENANTIOMERS OF THE SEX PHEROMONE OF DIABROTICA UNDECIMPUNCTATA HOWARDI AND OF CHIRAL PRECURSORS OF OTHER PHEROMONES STARTING FROM ENENTIOMERICALLY PURE METHYL HYDROGEN (R)-3-METHYLGLUTARATE
Rossi, Renzo,Carpita, Adriano,Chini, Marco
, p. 627 - 634 (1985)
Readily available methyl hydrogen (R)-3-methylglutarate (2) is a useful chiral building block for the synthesis of several biologically active compounds.Enantiomerically pure (R)-2 has been employed to synthesize stereospecifically each of the two enantiomers, 1a and 1b, of 10-methyl-2-tridecanone,the sex pheromone of the southern corn rootworm, Diabrotica undecimpunctata howardi Barber.Compound (R)-2 has been also used to prepare 99percent optically pure (R)-3-methyl-1-pentanol (6) and enantiomerically pure (R)-5-methyl-i-tricosyne (7).These compounds are useful building blocks suitable for the further elaboration to other chiral insect pheromones.
