Highly stereoselective synthesis of 2,5-disubstituted (E, E)-penta-2,4-dienals

被引：5
|
作者：
Grigorieva, N. Ya. [1 ]
Smirnov, A. G. [1 ]
Popovsky, V. A. [1 ]
Stepanov, A. V. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2009年 / 58卷 / 02期
基金：
俄罗斯基础研究基金会;
关键词：
stereocontrolled synthesis; directed aldol condensation; strobilurins; 2,5-disubstituted (E,E)-penta-2,4-dienals; alpha; beta-unsaturated aldehydes; aldimines; DIRECTED ALDOL CONDENSATION; TRISUBSTITUTED OLEFINS; STROBILURINS; POLYPRENOLS; PHEROMONE;
D O I：
10.1007/s11172-010-0008-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A condensation of alpha,beta-unsaturated aldehydes with O-protected 4-hydroxybutanal N-(tert-butyl)-imine has been exemplified for the first time using (E)-cinnamic and (E)-4-methoxycinnamic aldehydes. (E,E)-2,5-Disubstituted penta-2,4-dienals, which are key intermediates in the synthesis of strobilurins A and X, were prepared in good yields and close to 100% stereoselectivity.
引用
收藏
页码：312 / 316
页数：5
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