10603-06-2Relevant articles and documents
Lactones 34 [1]. Application of alcohol dehydrogenase from horse liver (HLADH) in enantioselective synthesis of δ- and ε-lactones
Boratynski, Filip,Kielbowicz, Grzegorz,Wawrzenczyk, Czeslaw
experimental part, p. 30 - 36 (2010/12/18)
The ability of horse liver alcohol dehydrogenase (HLADH) to the enantioselective oxidation of primary-primary, primary-secondary and primary-tertiary aliphatic 1,5- and 1,6-diols 1a-i was studied. No enantioselectivity of the transformations of primary-primary 1,6-diols 1a-d to ε-lactones 4a-d was observed. Regioselective oxidation of primary-secondary 1,6-diols 1e,f and 1,5-diols 1h,i afforded enantiomerically enriched ε-lactones 4e,f and δ-lactones 4h,i. ε-Lactones 4e,f were formed with higher enantiomeric excesses (e.e. = 85-99%). Enzymatic oxidation of primary-tertiary 1,6-diol 1g did not give lactone product.
Indirect Electrooxidation of Alkohols and Aldehydes by Using a Double Mediatory System Consisting of RuO4/RuO2 and Cl+/Cl- Redoxes in an Aqueous-Organic Two-Phase System
Torii, Sigeru,Inokuchi, Tsutomu,Sugiura, Toyoyuki
, p. 155 - 161 (2007/10/02)
A double mediatory system consisting of RuO4/RuO2 and Cl+/Cl- redox couples has been developed for the indirect electrooxidation of alcohols and aldehydes.The reaction proceeds in the following manner: (1) oxidation of the substrate with ruthenium tetraoxide (RuO4) in the organic layer, (2) regeneration of ruthenium tetraoxide from ruthenium dioxide (RuO2) with active chlorine species (Cl2 or +), and (3) oxidation of chloride ion to + on the anode in the aqueous layer.The range of applicability of the present procedure is discussed by oxidations of (1)secondary alcohols to ketones, (2) primary alcohols and aldehydes to carboxylic acid, (3) 1,n-diols to lactones and keto acids, and (4) carbohydrate derivatives.
Synthesis of delta-lactones from cyclohexenones. Preparation of a vernolepin analog.
Chavdarian,Heathcock
, p. 2970 - 2971 (2007/10/07)
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