An efficient synthetic route to 2-(1,2-dithiolan-3-yl)acetic acid. Trisnorlipoic acid and amide derivatives.

被引:8
作者
Chen, YS [1 ]
Lawton, RG [1 ]
机构
[1] UNIV MICHIGAN, DEPT CHEM, ANN ARBOR, MI 48109 USA
关键词
D O I
10.1016/S0040-4039(97)01319-1
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
A simple, efficient synthesis of 2-(1,2-dithiolan-3-yl)acetic acid from Meldrum's acid, acrolein and thioacetic acid is described. The isopropyldene 2,4-bis(acetylthio)butane-1,1-dicarboxyl formed in the three-component, single container process, can be methanolized to the corresponding dimethyl ester and then hydrolyzed, oxidized to the disulfide and decarboxylated to 2-(1,2-dithiolan-3-yl)acetic acid. ?he acid can be converted by conventional reagents into a variety of amide derivatives. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:5785 / 5788
页数:4
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