ISSN:
0947-3440
Keywords:
(R)-(-)-10-Methyltridecan-2-one
;
Diabrotica undecimpunctata howardi Barber
;
Sex pheromone
;
Chirality transfer
;
Allylic substitution
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis of (R)-(-)-10-methyltridecan-2-one, the female sex pheromone of the southern corn root worm (Diabrotica undecimpunctata howardi Barber) [(R)-1] in high enantiome-ric purity (ee ≥ 99%) and excellent overall yield (75%, five steps) is described. In the crucial step the stereogenic center is generated by nucleophilic addition of allyltrimethylsilane to an enantiopure planar chiral (π-allyl)tetracarbonyl-iron(1 + ) complex.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199507159
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