Supellapyrone [(2R,4R)-5-(2,4-dimethyl)-3-methyl-2H-pyran-2-one (1)], the female sex pheromone of the brownbanded cockroach (Supella longipalpa), and its three stereoisomers were synthesized by employing lipase-catalyzed desymmetrization or enantiomer separation of syn- or anti-2,4-dimethylpentane-1,5-diol (9) as the key step.
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Fujita et al. (2001) studied this question.
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