Chemistry Letters p. 1799 - 1802 (1982)
Update date:2022-08-10
Topics:
Kikukawa, Tadashi
Imaida, Motomasa
Tai, Akira
In order to establish the stereochemistry of the sex attractant of diprion species of pine sawflies, two candidate epimers, (2S,3R,7R)- and (2S,3R,7S)-3,7-dimethylpentadecan-2-ol were synthesized by the coupling reaction of optically active C5 and C12 units.The C12 units, (R)-(-)- and (S)-(+)-1-bromo-2-methylundecane were prepared from (R)-(+)-pulegone.The C5 unit, (2R,3S)-2-methyl-3-tetrahydropyranoxy-1-tosyloxybutane was derived from (2S,3S)-2-methyl-3-hydroxybutyric acid prepared by the reported procedure.
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