Tetrahedron: Asymmetry

Dynamic kinetic resolution–asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones

NJ Alcock, I Mann, P Peach, M Wills

Index: Alcock, Nathaniel J.; Mann, Inderjit; Peach, Philip; Wills, Martin Tetrahedron Asymmetry, 2002 , vol. 13, # 22 p. 2485 - 2490

Full Text: HTML

Citation Number: 45

Abstract

A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution–transfer hydrogenation process, using Ru (II)-TsDPEN in formic acid/triethylamine (5: 2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166.