92822-58-7Relevant academic research and scientific papers
A mild ligand-free iron-catalyzed liberation of alcohols from allylcarbonates
Dieskau, Andre P.,Plietker, Bernd
supporting information; experimental part, p. 5544 - 5547 (2011/12/05)
Different from most carbonates the allyloxy carbonyl protecting group can be cleaved under neutral conditions using metal catalysis. However, most of the catalysts employed to date are based upon precious metals. Herein we present two protocols for the mild Fe-catalyzed liberation of alcohols from allylcarbonates that are characterized by broad functional group tolerance and exclusive chemoselectivity.
DEHYDROGENATION OF ALCOHOLS WITH ALLYL CARBONATES CATALYZED BY PALLADIUM OR RUTHENIUM COMPLEXES
Minami, Ichiro,Tsuji, Jiro
, p. 3903 - 3916 (2007/10/02)
Treatment of alkyl allyl carbonates with a phosphine-free palladium catalyst in acetonitrile affords ketones or aldehydes in high yields.This new method of oxidation of alcohols via allyl carbonates can be applied to various alcohols except simple primary alcohols.The reaction proceeds under neutral conditions and hence various acid- or base-sensitive functional groups are not affected during the reaction.Ruthenium hydride complex is also an effective catalyst.Direct dehydrogenation of secondary or allylic alcohols was carried out by the reaction with allyl methyl carbonate by the catalysis of the ruthenium complex. 1,4-Diols and 1,5-diols are converted to lactones with excess allyl methyl carbonate.
