Asymmetric synthesis of (S)-2-sec-Butyl-4,5-dihydrothiazole, a pheromone component of the Mus musculus
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The asymmetric synthesis of (S)-2-sec-butyl-4,5-dihydrothiazole, one of the pheromone components of the male mouse, Mus musculus, has been achieved by induction of chirality through stereoselective alkylation reaction using non-cross-linked polystyrene (NCPS) supported 2-phenylimino-2-oxazolidine as a chiral auxiliary. This method is efficient, and the chiral auxiliary can be recovered by simple filtration. The final product was obtained in 91% ee and 23% overall yield.
Keywordsasymmetric synthesis pheromone mouse Mus musculus
This work is supported by the National Natural Sciences Foundation of China (Nos. 20772026 and 21042005) and the Natural Sciences Foundation of Hubei Province in China (No. 2010CDA019).
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