Generation of. BETA.-Carbonyl Radicals from Cyclopropanol Derivatives by the Oxidation with Manganese (III) 2-Pyridinecarboxylate and Their Reactions with …

N Iwasawa, S Hayakawa, M Funahashi…

Index: Iwasawa, Nobuharu; Hayakawa, Satoshi; Funahashi, Masahiro; Isobe, Koichi; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 3 p. 819 - 827

Full Text: HTML

Citation Number: 53

Abstract

Various β-carbonyl radicals are generated oxidatively from cyclopropanol derivatives by the use of manganese (III) 2-pyridinecarboxylate (Mn (pic) 3). These β-carbonyl radicals react with electron-rich olefins such as conjugated silyl enol ethers, a ketene thioacetal, a ketene dithioacetal, and a vinyl ether intermolecularly to give crossed-addition products in good yield. Furthermore, the combined use of Mn (pic) 3 and tributylhydridotin makes it possible ...