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

页码：312 / 316

页数：5

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