Synthesis of (4R)-Methylnonan-1-ol and (4R,8RS)-Dimethyldecanal from (S)-(+)-3,7-Dimethyl-1,6-octadiene

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作者
G. Yu. Ismuratov
M. P. Yakovleva
A. V. Galyautdinova
G. A. Tolstikov
机构
[1] Institute of Organic Chemistry,Russian Academy of Sciences
[2] Ufa Scientific Center,undefined
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关键词
pheromone; (4R)-methylnonanol; (4R,8RS)-dimethyldecanal; (S)-(+)-dihydromyrcene; (6R,10)-dimethyl-9-yndecen-2-one; (6R)-methyl-9-hydroxynonan-2-one; sodium trisacetoxyborohydride; synthesis;
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摘要
Optically active (4R,8RS)-dimethyldecanal, an analog of the aggregation pheromone of the flour beetles Tribolium confusum and T. Castaneum, and (4R)-methylnonan-1-ol, the sex pheromone of the yellow mealworm Tenebrio molitor L., are synthesized using ozonolytic transformation of (6R,10)-dimethyl-9-undecen-2-one to (6R)-methyl-9-hydroxynonan-2-one in the key step. The starting compound is available as enantiomerically enriched (ee ~50%) (S)-(+)-3,7-dimethyl-1,6-octadiene.
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页码:31 / 33
页数:2
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