Enzymatic synthesis of (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one, the sex pheromone of Matsucoccus matsumurae Japanese pine bast scale.
The sex pheromone of Matsucoccus matsumurae Japanese pine bast scale (2E,4E)-(6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) was synthesized with stereocontrol from (2R,4S)-5-acetoxy-2,4-dimethyl-pentanol (3), which in turn was prepared by lipase-catalyzed transesterification of meso-2,4-dimethyl-1,5-propanediol (2).
Lin
G Q
GQ
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, People's Republic of China.
Xu
W C
WC
D000107:Acetylation; D000818:Animals; D002855:Chromatography, Thin Layer; D008401:Gas Chromatography-Mass Spectrometry; D007313:Insecta / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D008049:Lipase / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D012724:Sex Attractants / Q000138:chemical synthesis*; D013237:Stereoisomerism
D007659:Ketones; D012724:Sex Attractants; C101366:4,6,10,12-tetramethyl-2,4-tridecadien-7-one; D008049:Lipase