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.
1,3-dithianes - 1,3-dithiolanes - iodine - 30% hydrogen peroxide - sodium dodecyl sulfate
(SDS)