Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

Article abstract of DOI:10.1016/S0040-4020(99)00631-6

A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF₃)₂, aq.HCl, aq.CF₃CO₂H and best by use of a catalytic amount of OsO₄ is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described.