164802-11-3Relevant academic research and scientific papers
Convergent Synthesis of (R,R)-6,12-Dimethylpentadecan-2-one, the Female Sex Pheromone of the Banded Cucumber Beetle by Iron Mediated Chirality Transfer
Enders, Dieter,Jandeleit, Bernd,Prokopenko, Oleg F.
, p. 6273 - 6284 (1995)
The highly convergent synthesis of (R,R)-6,12-dimethylpentadecan-2-one , the bioactive form of the sex pheromone produced by female adults of the banded cucumber beetle Diabrotica balteata LeConte, in high enantio- and diastereomeric purity (ee >/= 99percent, de >/= 98percent) and good overall yield (13 steps, 39percent) is described.The stereogenic centres were generated by nucleophilic addition of allyltrimethylsilane to an enantiopure planar chiral (?-allyl)-tetracarbonyliron(1+)-complex.
Efficient and Convergent Synthesis of (R)-(-)-10-Methyltridecan-2-one, the Sex Pheromone of the Spotted Cucumber Beetle, by Iron-Mediated Chirality Transfer
Enders, Dieter,Jandeleit, Bernd
, p. 1173 - 1176 (2007/10/02)
The synthesis of (R)-(-)-10-methyltridecan-2-one, the female sex pheromone of the southern corn root worm (Diabrotica undecimpunctata howardi Barber) in high enantiomeric purity (ee >/= 99percent) and excellent overall yields (75percent, five step
