514-15-8Relevant articles and documents
A Highly Selective Na2WO4-Catalyzed Oxidation of Terpenic Alcohols by Hydrogen Peroxide
Viana, Luna Andrade Silva,da Silva, Giovanna Rodrigues Nobile,da Silva, Márcio Jose
, p. 374 - 382 (2017/12/04)
Sodium tungstate was found to be an active and highly selective catalyst to oxidation of various primary or secondary origin renewable alcohols by hydrogen peroxide as green oxidant. Borneol, nerol, geraniol and β-citronellol were efficiently and selectively converted to respective carbonyl derivatives by hydrogen peroxide. ATR/FT-IR measurements confirmed that Na2W(O2)4 was the specie active catalytically. The role of the main reaction variables, including temperature, reactants and catalyst concentration, solvent, and nature of substrate were also assessed. In addition to use a green oxidant, this simple and environmentally friendly catalyst system did not require additive to control pH, molecular sieves or phase transfer catalyst. Graphical Abstract: [Figure not available: see fulltext.].
Chloroform as a hydrogen atom donor in barton reductive decarboxylation reactions
Ho, Junming,Zheng, Jingjing,Meana-Paneda, Ruben,Truhlar, Donald G.,Ko, Eun Jung,Savage, G. Paul,Williams, Craig M.,Coote, Michelle L.,Tsanaktsidis, John
, p. 6677 - 6687 (2013/07/26)
The utility of chloroform as both a solvent and a hydrogen atom donor in Barton reductive decarboxylation of a range of carboxylic acids was recently demonstrated (Ko, E. J. et al. Org. Lett. 2011, 13, 1944). In the present work, a combination of electronic structure calculations, direct dynamics calculations, and experimental studies was carried out to investigate how chloroform acts as a hydrogen atom donor in Barton reductive decarboxylations and to determine the scope of this process. The results from this study show that hydrogen atom transfer from chloroform occurs directly under kinetic control and is aided by a combination of polar effects and quantum mechanical tunneling. Chloroform acts as an effective hydrogen atom donor for primary, secondary, and tertiary alkyl radicals, although significant chlorination was also observed with unstrained tertiary carboxylic acids.
A facile mild deprotection protocol for 1,3-dithianes and 1,3-dithiolanes with 30% hydrogen peroxide and iodine catalyst in aqueous micellar system
Ganguly, Nemai C.,Barik, Sujoy Kumar
experimental part, p. 1393 - 1399 (2009/12/29)
A simple clean expeditious protocol for the deprotection of 1,3-dithianes and 1,3-dithiolanes has been developed using 30% aqueous hydrogen peroxide activated by iodine catalyst (5 mol%) in water in the presence of sodium dodecyl sulfate (SDS) under essentially neutral conditions. The method showed tolerance for a number of phenol protecting groups such as allyl, benzyl, TBDMS, TBDPS ethers, phenolic acetates, and benzoates as well as amino-protecting BOC, Cbz carbamates without any detectable overoxidation. Georg Thieme Verlag Stuttgart.
