Stereoselective Synthesis of the Pheromones of Ant Tetramorium Impurm and Leptogenys Diminuta

R,4S ) 4 Methyl 3 hexanol and ( 3R,4S ) 4 methyl 3 heptanol, which are the pheromones of ant Tetramorium impurm and Leptogenys diminuta , were stereoselectively synthesized by six step sequence starting from N bornane 10,2 sultam separately, the two asymmetric carbon atoms of the target products were created by employing asymmetric syn aldolization of N acylbornane 10,2 sultam with propylaldehyde. The enantiomeric excess of the target products prepared by this route is over 92%.