Reactions of ethyl diazoacetate with β-methylfurans

被引:18
|
作者
Wenkert, E [1 ]
Khatuya, H [1 ]
Klein, PS [1 ]
机构
[1] Univ Calif San Diego, Dept Chem 0506, La Jolla, CA 92093 USA
关键词
furans; carbenes and carbenoids; cyclopropanation; diazo compounds;
D O I
10.1016/S0040-4039(99)01007-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of beta-methylfuran and 2,4-dimethylfuran with ethyl diazoacetate in the presence of [Rh-2(OAc)(4)] catalyst, followed by iodine-induced isomerization, yielded furan ring-unravelled products. The results are compared with those of alpha-methylfurans. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5171 / 5174
页数:4
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