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

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 06期

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

页码：845 / 848

页数：4

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