Electronically mediated selectivity in ring opening of 1-azirines. The 3-z mode: Convenient route to 2-aza-1,3-dienes

被引：13

作者：

Barroso, MT ^{[1
]}

Kascheres, A ^{[1
]}

机构：

[1] Univ Estadual Campinas, Inst Quim, BR-13083970 Sao Paulo, Brazil

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 01期

关键词：

D O I：

10.1021/jo980198u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 1-azirine-3-methylacrylates 1a,b with imidazoles and pyrazoles under mild conditions results in the formation of 2-aza-1,3-dienes 2a-g containing a potential leaving group at the 1-position. Simple alcohols (methanol and ethanol) react similarly with la,b in the presence of sodium carbonate to afford 2h-j. Utilization of 2 in the hetero Diels-Alder reaction with electron-deficient dienophiles is described.

引用

页码：49 / 53

页数：5

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