A Concise Synthesis of the Natural Mosquito Oviposition Attractant Pheromone from D-Glucose
作者:
Wen-Lian Wu,
Yu-Lin Wu,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1991)
卷期:
Volume 10,
issue 2
页码: 279-281
ISSN:0732-8303
年代: 1991
DOI:10.1080/07328309108543907
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
The major component of the oviposition attractant pheromone of the mosquitoCulex pipiens fatiganswas shown to be (-)-(5R, 6S)-6-acetoxy-5-hexadecanolide (1).1For the chemical synthesis of this optically active pheromone,2carbohydrates such as D-mannitol2iand 2-deoxy-D-ribose21have been utilized as chiral templates. In this laboratory the natural pheromone has been synthesized from (S)- and (R)-O,O-isopropylideneglyceraldehyde independently, using diastereoselective dihydroxylation as the key step.2mWe now describe an enantiospecific synthesis of the pheromone from D-glucose.
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