title: Tetrabutylammonium tribromide (TBATB)-MeOH: An efficient chemoselective reagent for the cleavage of tert-butyldimethylsilyl (TBDMS) ethers
abstract: TBDMS, THP, and DMT ethers are efficiently deprotected with tetrabutylammonium tribromide in methanol. The apparent order of stability of different protecting group is phenolic TBDMS > 1 degrees OTBDPS > 2 degrees OTBDMS > 2 degrees OTHP > 1 degrees OTHP > 1 degrees OTBDMS > 1 degrees ODMT. TBDMS ether has been cleaved selectively in the presence of isopropylidine, Bn, Ac, Bz, THP, and TBDPS groups. This method is high yielding, fast, clean, safe, cost-effective, and therefore most suitable for practical organic synthesis.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Guwahati-781 031, India.
authors.initials: R
authors.lastname: Gopinath
authors.initials: BK
authors.lastname: Patel