102553-03-7Relevant articles and documents
Gold catalysis: Alkyl migration in the addition of alcohols to nitriles
Ibrahim, Nada,Hashmi, A. Stephen K.,Rominger, Frank
experimental part, p. 461 - 468 (2011/04/16)
Benzhydroles and nitriles upon gold-catalysed conversion deliver symmetrical ethers and/or N-substituted carboxylic amides. While with most phosphane ligands tested, the dominating product is always the ether, with the trimesitylene ligand the amides are the major products. The reaction conditions are much milder than those reported previously. Mechanistic control experiments with a chiral alcohol prove the intermediacy of carbenium ions, further studies with not readily ionisable alcohols indicate that for the benzhydroles the carbenium ions and gold(I)-hydroxy complexes are intermediates.
Oxidation of Alcohols with Potassium Chlorochromate
Carlsen, Per H.J.,Braenden, Jon Eric
, p. 313 - 317 (2007/10/02)
Potassium chlorochromate, KCrClO3, (KCC) is a versatile and inexpensive oxidation reagent.It converts secondary saturated, as well as allylic and benzylic alcohols to the corresponding carbonyl compounds in high yields in a variety of solvents, preferentially acetone.The reagent is highly selective.Thus, oxidation of primary alcohols gives aldehydes as the exclusive products.KCC is less useful for the transformation of primary saturated and homoallylic alcohols.Double bonds are susceptible to isomerization under the reaction conditions employed; for example, oxidati on of pure nerol yields citral, and pulegol is converted to a mixture of pulegone and isopulegone.Oxidation of tertiary allylic alcohols may give the transposed aldehyde.Thus, linalool is converted to citral in high yield.
