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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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