AN EFFICIENT SYNTHETIC ROUTE TO 2-(1,2-DITHIOLAN-3-YL)ACETIC ACID - TRISNORLIPOIC ACID AND AMIDE DERIVATIVES

Authors
CHEN YS LAWTON RG
Citation
Ys. Chen et Rg. Lawton, AN EFFICIENT SYNTHETIC ROUTE TO 2-(1,2-DITHIOLAN-3-YL)ACETIC ACID - TRISNORLIPOIC ACID AND AMIDE DERIVATIVES, Tetrahedron letters, 38(33), 1997, pp. 5785-5788
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
33
Year of publication
1997
Pages
5785 - 5788
Database
ISI
SICI code
0040-4039(1997)38:33<5785:AESRT2>2.0.ZU;2-S
Abstract
A simple, efficient synthesis of 2-(1,2-dithiolan-3-yl)acetic acid fro m Meldrum's acid, acrolein and thioacetic acid is described. The isopr opyldene 2,4-bis(acetylthio)butane-1,1-dicarboxyl formed in the three- component, single container process, can be methanolized to the corres ponding 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 derivati ves. (C) 1997 Elsevier Science Ltd.