Solid phase synthesis of tetrahydropyrazine-2-ones by intramolecular Mitsunobu reactions

A novel route for the synthesis of tetrahydropyrazine-2-ones on solid suppo rt through intramolecular Mitsunobu reactions is reported. The syntheses em ploy reductive amination of commercially available amino alcohols to attach them to ArgoGel-MB-CHO resin. Amino acids are then coupled to the derivati zed solid support for construction of the ring systems and a Mitsunobu reac tion between the activated amino acids and amino alcohols forms the derivat ized tetrahydropyrazine-2-one rings. (C) 1999 Elsevier Science Ltd. All rig hts reserved.