A convergent and highly efficient synthesis of (E,Z)-2,13-octadecadienyl acetate and (E,Z)-3,13-octadecadienyl acetate, components of the sex pheromone of the leopard moth Zeuzera pyrina, through sulfones

被引:4
作者
Capdevila, A [1 ]
Prasad, AR [1 ]
Quero, C [1 ]
Petschen, I [1 ]
Bosch, MP [1 ]
Guerrero, A [1 ]
机构
[1] CSIC, Dept Organ & Biol Chem, Inst Chem & Environm Res, ES-08034 Barcelona, Spain
关键词
D O I
10.1021/ol990114j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new, convergent synthesis of (E,Z)-2,13 octadecadienyl acetate (1) and (E,Z) 3,13 octadecadienyl acetate (2), the two key components of the leopard moth Zeuzera pyrina, from 2 chloromethyltetrahydrofuran in good overall yields and stereomeric purity is reported. The synthesis of both components utilizes the common intermediate sulfone 12 as a convenient building block to be coupled with iodoacetylenic derivatives 9 or 17 in the key step.
引用
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页码:845 / 848
页数:4
相关论文
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