ENANTIOSELECTIVE SYNTHESIS OF ALL 4 STEREOISOMERS OF E,4E)-4,6,10,12-TETRAMETHYL-2,4-TRIDECADIEN-7-ONE, THE SEX-PHEROMONE OF MATSUCOCCUS PINE BAST SCALE
Gq. Lin et Wc. Xu, ENANTIOSELECTIVE SYNTHESIS OF ALL 4 STEREOISOMERS OF E,4E)-4,6,10,12-TETRAMETHYL-2,4-TRIDECADIEN-7-ONE, THE SEX-PHEROMONE OF MATSUCOCCUS PINE BAST SCALE, Tetrahedron letters, 34(37), 1993, pp. 5931-5934
A facile enantioselective synthesis of all four stereoisomers of 2E,4E
)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one 1, the primary sex phero
mone of matsucoccus pine bast scale is described. The stereochemistry
at C-6 and C-10 of 1 was constructed by using optically active citrone
llal as starting material and by the asymmetric Aldol reaction.