Generally Applicable Organocatalytic Tetrahydropyranylation of Hydroxy Functionalities with Very Low Catalyst Loading
Mike Kotke, Peter R. Schreiner*
*Institute of Organic Chemistry, Justus-Liebig University Gießen,
Heinrich-Buff-Ring 58, 35392 Gießen, Germany, Email: prs
org.chemie.uni-giessen.de
M. Kotke, P. R. Schreiner, Synthesis, 2007, 779-790.
DOI: 10.1055/s-2007-965917
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Abstract
A N,N′-bis[3,5-bis(trifluoromethyl)phenyl]thiourea-catalyzed tetrahydropyran and 2-methoxypropene protection of hydroxyl groups is broadly applicable to sterically hindered and acid-sensitive substrates. A mechanistic interpretation of the high catalytic efficiency is given.
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Key Words
acetals, alcohols, organocatalysis, protecting groups, tetrahydropyranylation, supported catalysis
ID: J66-Y2007-0910
