Asymmetric total synthesis of all four isomers of 6-acetoxy-5-hexadecanolide: the major component of mosquito oviposition attractant pheromones
β Scribed by Dong, Hong-Bo; Yang, Ming-Yan; Zhang, Xiao-Teng; Wang, Ming-An
- Book ID
- 121787989
- Publisher
- Elsevier Science
- Year
- 2014
- Tongue
- English
- Weight
- 682 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0957-4166
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Methyl trans-hexa-5-decenoate is dihydroxylated using AD-mix-ct followed by treatment with thionyl chloride to furnish cyclic sulfite 8 as the major product. The cyclic sulfite 8 is oxidized to the cyclic sulfate 2. Highly regio-and stereospecific ring opening of (4S,5S)-carboxybutyl-5-decylcyclic s