Asymmetric synthesis of 5-hexadecanolide, pheromone of the queen of the Oriental hornet, Vespa orientalis

被引:31
作者
Raina, S [1 ]
Singh, VK [1 ]
机构
[1] INDIAN INST TECHNOL,DEPT CHEM,KANPUR 208016,UTTAR PRADESH,INDIA
关键词
D O I
10.1016/0040-4020(96)00095-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient asymmetric synthesis of 5-hexadecanolide from a chiral epoxide is described. Both the enantiomeric forms of the chiral epoxide are easily available from mannitol and ascorbic acid. The key step in the synthesis is the formation of delta-lactone from delta-hydroxy acetal using m-CPBA and BF3 . OEt(2).
引用
收藏
页码:4479 / 4484
页数:6
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