Asymmetric Conjugate Addition of Crotylstannane: Synthesis of (-)-Lasiol
Synlett
DOI: 10.1055/s-0029-1219381
Abstract
Lasiol, the major component of the mandibular gland secretion,
serves as the primary sex attractant of the male ant, . Our interest in
lasiol stems from the stereochemistry of the chiral methyl substituents
and the synthetic challenges posed by this common structural motif.
As such, an asymmetric 1,4-conjugate addition of an allylic stannane
to produce the 1,2--dimethyl arrangement
with high stereocontrol has resulted in the synthesis of (-)-lasiol.
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© Georg Thieme Verlag Stuttgart ˙ New York
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