jo048192u_si_002.pdf (2.43 MB)
tert-Buyldiphenylsilylethyl (“TBDPSE”): A Practical Protecting Group for Phenols
journal contribution
posted on 2005-02-18, 00:00 authored by Brian S. Gerstenberger, Joseph P. KonopelskiA new protection group for phenols, the 2-(tert-butyldiphenylsilyl)ethyl (TBDPSE) group, has been prepared and investigated. Protection of a variety of substituted phenols
proceeds in good to excellent yield. The group is stable to
mild acid, base, hydrogenolysis conditions, and lithium/halogen exchange on the protected phenol. Removal is
achieved with strong acid or standard fluoride treatment.