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Semiochemicals – Synthesis, Stereochemistry, and Bioactivity
Author(s) -
Mori Kenji
Publication year - 1998
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/(sici)1099-0690(199808)1998:8<1479::aid-ejoc1479>3.0.co;2-#
Subject(s) - chemistry , stereochemistry , biomimetic synthesis
The syntheses of some new pheromones and other semiochemicals is reported. The target molecules are the pheromone ( 20 ) of a myxobacterium, a plant germination stimulant [sorgolactone ( 22a )], a plant leaf‐closing factor [phyllanthurinolactone ( 24a )], the pheromone [stegobiol ( 25 ) and stegobinone ( 26 )] of the drugstore beetle, and the pheromone [frontalin ( 27 )] of the southern pine beetle. Like other natural products, semiochemicals are not always enantiomerically pure, and their enantiomeric heterogeneity is taken advantage of by organisms to increase the diversity in chemical communications. Relationships between absolute configuration and bioactivity of pheromones, rather than being simple, are extremely complicated and unpredictable.