Lactones.: 21.: Synthesis and odoriferous properties of lactones with the p-menthane system

被引:26
作者
Dams, I
Bialonska, A
Ciunik, Z
Wawrzenczyk, C
机构
[1] Univ Agr, Dept Chem, PL-50375 Wroclaw, Poland
[2] Univ Wroclaw, Fac Chem, Dept Crystallog, PL-50383 Wroclaw, Poland
关键词
terpenoid lactones; p-menthanolides; pulegone; odorous compounds; Claisen rearrangement; iodolactonization; dehalogenation;
D O I
10.1021/jf035272a
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Starting from (R)-(+)- and (S)-(-)-pulegone, enantiomeric pairs of esters and lactones with the rho-menthane system were obtained. The Claisen rearrangement of allylic alcohols and iodolactonization of gamma,delta-unsaturated acids were the key steps of syntheses presented. The structures of compounds were determined by both spectroscopic and crystallographic methods. Some of the synthesized compounds are characterized by interesting odoriferous properties.
引用
收藏
页码:1630 / 1634
页数:5
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