Title of article :
High yield protection of alcohols, including tertiary and base sensitive alcohols, as benzhydryl ethers by heating with diphenyldiazomethane in the absence of any other reagent
Author/Authors :
Best، نويسنده , , Daniel and Jenkinson، نويسنده , , Sarah F. and Rule، نويسنده , , Sebastian D. and Higham، نويسنده , , Rosemary and Mercer، نويسنده , , Thomas B. and Newell، نويسنده , , Richard J. and Weymouth-Wilson، نويسنده , , Alexander C. and Fleet، نويسنده , , George W.J. and Petursson، نويسنده , , Sigthor Petursson، نويسنده ,
Abstract :
A protecting group that can be introduced efficiently without the need for any acid or base catalysis and which is not prone to acid or base catalysed migration is a significant advantage for many syntheses. Benzhydryl [diphenylmethyl] ethers of sugar lactones are formed in high yield under neutral conditions when the corresponding alcohol is heated with diphenyldiazomethane in an inert solvent such as acetonitrile or toluene; this allows the easy protection of base sensitive and highly hindered tertiary alcohols in the absence of any other reagents.
