Studies toward synthesis of unnatural amino acids via aziridine ring opening reactions with P-centered radicals

Abstract

Part 1. Development of efficient ring opening reaction of vinylaziridine with diphenyl phosphine oxide under copper catalyst. By developing a radical ring opening reaction with diphenyl phosphinoyl radical and vinylaziridine under a single catalyst, copper catalyst without additives, the economical reaction and efficiency of the reaction can be maximized. Part 2. Synthesis of Efficient Amino Acids Using a Radical Ring Opening Reaction with Vinylaziridine and Phosphinoyl/Phosphonyl Radicals Under Silver Catalysts. The amino acid can be efficiently and stereo-selectively synthesized through a ring opening reaction with a phosphinoyl/phosphonyl radicals and vinylaziridine introduced with a carboxylate functional group at C-1 site, under a silver catalyst as a single catalyst.