Abstract

The stereoselective synthesis of ( R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, was carried out in 20.7% overall yield based on (4 S)-benzylthiazolidinethione (five steps). In the crucial step, the stereogenic center was generated by an asymmetric Michael addition using enantiomerically pure (4 S)-benzylthiazolidinethione as a chiral auxiliary.

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