SOLID-PHASE SYNTHESIS OF TETRAMIC ACIDS

Citation
Ba. Kulkarni et A. Ganesan, SOLID-PHASE SYNTHESIS OF TETRAMIC ACIDS, Tetrahedron letters, 39(24), 1998, pp. 4369-4372
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
24
Year of publication
1998
Pages
4369 - 4372
Database
ISI
SICI code
0040-4039(1998)39:24<4369:SSOTA>2.0.ZU;2-B
Abstract
Upon treatment with base, N-acylated alpha-amino acids loaded on Wang resin undergo cyclative Claisen-type condensation to release the tetra mic acid in high yield and purity. The use of tetrabutylammonium hydro xide as base simplifies product purification, as it can be scavenged b y acidic Amberlyst A-15 ion exchange resin. The diversity of the tetra mic acids can be further increased by reductive alkylation of the star ting amino acid. (C) 1998 Elsevier Science Ltd. All rights reserved.