R. Gopinath, B. Patel
Dec 6, 2000
Citations
0
Influential Citations
59
Citations
Journal
Organic letters
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.