Tetrahedron p. 6273 - 6284 (1995)
Update date:2022-08-05
Topics:
Enders, Dieter
Jandeleit, Bernd
Prokopenko, Oleg F.
The highly convergent synthesis of (R,R)-6,12-dimethylpentadecan-2-one <(R,R)-1>, 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.
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Doi:10.1002/anie.200800815
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(2010)Doi:10.1016/S0040-4039(01)80345-2
(1989)