Regioselective reduction of 3-methoxymaleimides: an efficient method for the synthesis of methyl 5-hydroxytetramates.
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.
Issa
Fatiah
F
School of Chemistry, University of Sydney, NSW 2006, Australia.
Fischer
Joshua
J
Turner
Peter
P
Coster
Mark J
MJ
D000478:Alkylation; D006865:Hydrogenation; D008301:Maleimides / Q000737:chemistry*; D010084:Oxidation-Reduction; D011760:Pyrrolidinones / Q000138:chemical synthesis*
D008301:Maleimides; D011760:Pyrrolidinones; C009435:tetramic acid