BIS-ESTERS FROM MALEIC ANHYDRIDES UNDER NEUTRAL CONDITIONS - PROTECTION OF THE ANHYDRIDE OF THE NATURAL PRODUCT CORNEXISTIN

Authors
FIELDS SC DENT WH GREEN FR TROMICZAK EG
Citation
Sc. Fields et al., BIS-ESTERS FROM MALEIC ANHYDRIDES UNDER NEUTRAL CONDITIONS - PROTECTION OF THE ANHYDRIDE OF THE NATURAL PRODUCT CORNEXISTIN, Tetrahedron letters, 37(12), 1996, pp. 1967-1970
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
12
Year of publication
1996
Pages
1967 - 1970
Database
ISI
SICI code
0040-4039(1996)37:12<1967:BFMAUN>2.0.ZU;2-3
Abstract
Trimethylsilyldiazomethane converts maleic anhydride derivatives in al coholic THF to bis-esters. The highly acid and base sensitive natural product comexistin was converted to its bis-methyl ester in 70-75% yie ld and to the mixed benzyl/methyl ester in 61% yield. The mixed ester can be converted back to comexistin via transfer hydrogenation.