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Bismuth Triflate: An Efficient Catalyst for the Formation and Deprotection of Tetrahydropyranyl Ethers
Author(s) -
Stephens Jacqueline R.,
Butler Phillip L.,
Clow Curtis H.,
Oswald Matthew C.,
Smith Russell C.,
Mohan Ram S.
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300295
Subject(s) - chemistry , trifluoromethanesulfonate , bismuth , catalysis , phenols , organic chemistry , solvent
The tetrahydropyranylation of alcohols under solvent‐free conditions is efficiently catalyzed by bismuth triflate (0.1 mol %). The experimental procedure is simple and works well with a variety of alcohols and phenols. The catalyst is insensitive to air and small amounts of moisture, easy to handle and relatively nontoxic. The deprotection of THP ethers is also catalyzed by bismuth triflate (1.0 mol %). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)