172686-91-8Relevant academic research and scientific papers
Asymmetric transfer hydrogenation of α,β-unsaturated, α-tosyloxy and α-substituted ketones
Peach, Philip,Cross, David J.,Kenny, Jennifer A.,Mann, Inderjit,Houson, Ian,Campbell, Lynne,Walsgrove, Tim,Wills, Martin
, p. 1864 - 1876 (2007/10/03)
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-2-one from α-tosyloxy- and halo-substituted acetophenones is discussed. The results of further investigations into the reduction of a range of α- tosyloxyacetophenones and the dynamic kinetic resolution of α-substituted ketones is presented.
Oxidative addition of azide anion to triisopropylsilyl enol ethers: Synthesis of α-azido ketones and 2-amino(methoxycarbonyl)alk-2-en-1-ones
Magnus, Philip,Barth, Lisa
, p. 11075 - 11086 (2007/10/02)
Treatment of triisopropylsilyl enol ethers with ceric ammonium nitrate/sodium azide at -20°C in acetonitrile gives α-azido ketones in average to good yields (50-80%). Subsequent conversion of the α-azido ketones into 2-amino(methoxycarbonyl)cycloalk-2-en-1-ones is described.
