Intramolecular cycloadditions of α-allyloxycarbonylnitrones:: Stereoselective synthesis of 3-amino-2(5H)furanones

被引:22
|
作者
Chiacchio, U
Corsaro, A
Iannazzo, D
Piperno, A
Procopio, A
Rescifina, A
Romeo, G
Romeo, R
机构
[1] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy
[2] Univ Messina, Dipartimento Farmacochim, I-98168 Messina, Italy
来源
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 12期
关键词
D O I
10.1021/jo025626h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of furoisoxazolidines with NaH leads to functionalized 3-amino-2(5H)-furanones through a new rearrangement pattern of the isoxazolidine nucleus. This process has been usefully exploited for the synthesis of enantiomerically pure (5R)-3-alkylamino-5-methyl-2(5H)-furanones.
引用
收藏
页码:4380 / 4383
页数:4
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