Tetrahedron

Asymmetric transfer hydrogenation of α, β-unsaturated, α-tosyloxy and α-substituted ketones

…, JA Kenny, I Mann, I Houson, L Campbell, T Walsgrove…

Index: Peach, Philip; Cross, David J.; Kenny, Jennifer A.; Mann, Inderjit; Houson, Ian; Campbell, Lynne; Walsgrove, Tim; Wills, Martin Tetrahedron, 2006 , vol. 62, # 8 p. 1864 - 1876

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Citation Number: 74

Abstract

Asymmetric transfer hydrogenation of cyclic and acyclic α, β-unsaturated ketones catalysed by η6-p-cymene/ruthenium (II) and η5-pentamethylcyclopentadienyl/rhodium (III) complexes have been investigated. Cyclic α, β-unsaturated ketones appeared to be more suitable substrates for the synthesis of enantiomerically pure allylic alcohols than do acyclic α, β- unsaturated ketones. A proposed mechanism for the formation of 4-phenyl-[1, 3]-dioxolan- ...