Solid-phase synthesis of optically active substituted 2 aminofuranones using an activated carbonate linker.
An efficient three-step solid-phase synthesis of diverse 3,5-disubstituted-2-aminofuranones has been developed. alpha-Hydroxy acids loaded on a nitrophenyl carbonate derivative of Wang resin are used as acylating agents for the C-acylation of active methylene compounds and the resulting intermediates provided, through a cyclative cleavage reaction, the desired product.
Matiadis
Dimitris
D
Laboratory of Organic Chemistry, School of Chemical Engineering, National Technical University of Athens, Zografou Campus, Athens 15773, Greece.
Prousis
Kyriakos C
KC
Igglessi-Markopoulou
Olga
O
D000215:Acylation; D002254:Carbonates / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006880:Hydroxy Acids / Q000737:chemistry; D011137:Polystyrenes / Q000737:chemistry
D002254:Carbonates; D005663:Furans; D006880:Hydroxy Acids; D011137:Polystyrenes; C514402:Wang resin