期刊
CHIRALITY
卷 23, 期 6, 页码 449-462出版社
WILEY
DOI: 10.1002/chir.20930
关键词
antifeedant; bioactivity; enantiomer; enantioselective synthesis; pheromones
Mori's synthetic works on bioactive natural products in general and pheromones in particular started about 40 years ago to establish their absolute configurations and also to clarify their stereochemistry-bioactivity relationships. Results indicate that bioactive natural products are not always enantiomerically pure, and the stereochemistry-bioactivity relationships are not simple but complicated. For example, neither (R)- nor (S)-sulcatol, the aggregation pheromone of an ambrosia beetle, is behaviorally bioactive, whereas their mixture is active. In the case of olean, the sex pheromone of the olive fruit fly, its (R)-isomer is active against the males and the (S)-isomer is active against the females. Recent synthesis of two new insect pheromones is discussed to illustrate the modern methods in enantioselective synthesis. Chirality 23:449-462, 2011. (C) 2011 Wiley-Liss, Inc.
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