The effect of substituents of α-alkyl sidechains on furan-diazoester interactions

被引：19

作者：

Wenkert, E ^{[1
]}

Khatuya, H ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem 0506, La Jolla, CA 92093 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 30期

关键词：

acetals; furans; carbenes and carbenoids; diazo compounds;

D O I：

10.1016/S0040-4039(99)01062-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of various alpha-alkyl-substituted furans with ethyl diazoacetate or methyl diazopropionate in the presence of Rh-2(OAc)(4), followed by iodine-induced isomerization, yielded a variety of functionalized 1,3-diacyl-butadienes (furan ring-unravelled products). Though with furfural and 2-acetylfuran the reaction took place at the sidechain, with furfural acetal both the furan as well as acetal moities participated. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：5439 / 5442

页数：4

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