title: Regioselective reduction of 3-methoxymaleimides: an efficient method for the synthesis of methyl 5-hydroxytetramates.
abstract: 3-Methoxymaleimide and various N-alkyl-3-methoxymaleimides, synthesized by base-promoted N-alkylation of 3-methoxymaleimide, were reduced using sodium borohydride with complete regioselectivity. The resultant methyl 5-hydroxytetramates are useful intermediates in the synthesis of a variety of tetramate derivatives.
authors.affiliation: School of Chemistry, University of Sydney, NSW 2006, Australia.
authors.forename: Fatiah
authors.initials: F
authors.lastname: Issa
authors.forename: Joshua
authors.initials: J
authors.lastname: Fischer
authors.forename: Peter
authors.initials: P
authors.lastname: Turner
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Coster
mesh_terms: D000478:Alkylation; D006865:Hydrogenation; D008301:Maleimides / Q000737:chemistry*; D010084:Oxidation-Reduction; D011760:Pyrrolidinones / Q000138:chemical synthesis*
chemical_list: D008301:Maleimides; D011760:Pyrrolidinones; C009435:tetramic acid