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Synthesis of (2 R ,4 R )‐Supellapyrone, the Sex Pheromone of the Brownbanded Cockroach, Supella longipalpa , and Its Three Stereoisomers
Author(s) -
Fujita Ken,
Mori Kenji
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200102)2001:3<493::aid-ejoc493>3.0.co;2-b
Subject(s) - desymmetrization , chemistry , sex pheromone , enantiomer , stereochemistry , cockroach , pheromone , diol , pyran , enantioselective synthesis , organic chemistry , catalysis , botany , ecology , biology
Supellapyrone [(2 R ,4 R )‐5‐(2,4‐dimethyl)‐3‐methyl‐2 H ‐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.