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Synthesis of all of the four possible stereoisomers of 5-hydroxy-4-methyl-3-heptanone (sitophilure), the aggregation pheromone of the rice weevil and the maize weevil

✍ Scribed by Kenji Mori; Takashi Ebata

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
404 KB
Volume
42
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

mitting all of the synthetic samples to careful bioassay. By the request of Prof. Burkholder, we undertook the synthesis of four optically pure stereoisomers of 5-hydroxy-rlmethyl-3-heptanone. 0.rr strategy was to synthesize all of the four stereoisomers starting from a single chiral source, methyl (R)-3-hydroxypentanoate 3. This hydroxy ester 3 was readily available in quantity by a microbial process,j and extensively employed by us for natural

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