Pheromone syntheses: a tropical approach. Enantioselective synthesis of the (2R,6S,10S) and (2S,6S,10S) isomers of methyl 2,6,10-trimethyldodecanoate.
The enantioselective syntheses of two stereoisomers, (2R,6S,10S) and (2S,6S,10S), of methyl 2,6,10-trimethyldodecanote, out of eight possible isomers, are described , employing the stereoselective hydroboration of (-)-isopulegol (2) and (+)-neo-isopulegol (2a) as the key reaction.
Ferreira
J T
JT
Laboratório de Síntese de Produtos Naturais, Departamento de Química, Universidade Federal de São Carlos, São Carlos-SP, Brazil.
Zarbin
P H
PH
D000818:Animals; D007313:Insecta / Q000737:chemistry*; D007848:Laurates / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D012724:Sex Attractants / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
D007848:Laurates; D012724:Sex Attractants; C101367:methyl 2,6,10-trimethyldodecanoate