马约烯-16和马约烯-18的合成：欧洲粉蝶幼虫的防御性脂质
Synthesis of mayolene-16 and mayolene-18: larval defensive lipids from the European cabbage butterfly.
作者信息
Weibel Douglas B, Shevy Laura E, Schroeder Frank C, Meinwald Jerrold
机构信息
Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, USA.
出版信息
J Org Chem. 2002 Aug 23;67(17):5896-900. doi: 10.1021/jo011102q.
A tandem Wittig approach has been employed for the synthesis of both (11S,9Z,12Z,15Z)- and (11R,9Z,12Z,15Z)-hydroxyoctadeca-9,12,15-trienoic acid (11-hydroxylinolenic acid, 11-HLA) from (R)-glyceraldehyde acetonide. From (11R)-HLA we have prepared the corresponding palmitic acid and stearic acid esters, mayolene-16 (1) and mayolene-18 (2), insect defensive compounds recently identified from Pieris rapae larvae. In addition, we describe the synthesis of three macrocyclic oligomers (24-26) derived from (11R)-HLA.
已采用串联维蒂希方法从（R）-甘油醛丙酮化物合成（11S，9Z，12Z，15Z）-和（11R，9Z，12Z，15Z）-羟基十八碳-9,12,15-三烯酸（11-羟基亚麻酸，11-HLA）。从（11R）-HLA我们制备了相应的棕榈酸酯和硬脂酸酯，即mayolene-16（1）和mayolene-18（2），它们是最近从菜粉蝶幼虫中鉴定出的昆虫防御化合物。此外，我们描述了由（11R）-HLA衍生的三种大环低聚物（24-26）的合成。
Zotero 插件