A facile synthesis of a (+/-)-2,3-disubstituted maleic anhydride segment of tautomycin

Authors
Deshpande, AM Natu, AA Argade, NP
Citation
Am. Deshpande et al., A facile synthesis of a (+/-)-2,3-disubstituted maleic anhydride segment of tautomycin, SYNTHESIS-S, (5), 2001, pp. 702-704
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
5
Year of publication
2001
Pages
702 - 704
Database
ISI
SICI code
0039-7881(200104):5<702:AFSOA(>2.0.ZU;2-A
Abstract
A convenient method for construction of a (+/-)-2,3-disubstituted maleic an hydride segment of antibiotic tautomycin is reported. The key steps involve d in the synthesis are chemoselective condensation of diethyl malonate with 2-(bromomethyl)-3-methylmaleic anhydride (3) and regioselective NBS-bromin ation of the maleic anhydride derivative 7.