Synthesis and some transformations of ethyl 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)-2-oxotetrahydrofuran-3-carboxylates

被引：6

作者：

Kochikyan, TV ^{[1
]}

Samvelyan, MA ^{[1
]}

Arutyunyan, VS ^{[1
]}

Avetisyan, AA ^{[1
]}

机构：

[1] Yerevan State Univ, Yerevan 375049, Armenia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 39卷 / 09期

关键词：

Hydrolysis; Ethyl; Organic Chemistry; Diones; Convenient Method;

D O I：

10.1023/B:RUJO.0000010223.97769.33

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Michael reaction of ethyl 5-alkoxymethyl-2-oxotetrahydrofuran-3-carboxylates with 3-methyl-3-buten-2-one gave ethyl 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)-2-oxotetrahydrofuran-3-carboxylates. Alkaline hydrolysis of the latter, followed by decarboxylation afforded 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)tetrahydrofuran-2-ones. The bromination of ethyl 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)-2-oxotetrahydrofuran-3-carboxylates provides a convenient method for the preparation of 3-acetyl-8-alkoxymethyl-3-methyl- and 8-alkoxymethyl-3-bromoacetyl-3-methyl-2,7-dioxaspiro[4.4]nonane-1,6-diones in high yields.

引用

页码：1329 / 1333

页数：5