Synthesis of 2-cumyladamantan-2-ol by the catalytic use of 4,4′-di-t-butylbiphenyl as an electron-transfer agent with lithium in a Barbier-type reaction of adamantanone and cumyl chloride

Abstract

A Barbier-type condensation between adamantanone and cumyl chloride to produce the strained product 2-cumyladamantan-2-ol (1) has been effected using lithium metal in tetrahydrofuran (THF) with a catalytic amount of 4,4′-di-t-butylbiphenyl as an electron-transfer regent; (1) is characterised by X-ray analysis.