A mild method for the protection of alcohols using a para-methoxybenzylthio tetrazole (PMB-ST) under dual acid–base activation

Kotturi, Santosh R. and Tan, Jason S. and Lear, Martin J. (2009) A mild method for the protection of alcohols using a para-methoxybenzylthio tetrazole (PMB-ST) under dual acid–base activation. Tetrahedron Letters, 50 (37). pp. 5267-5269. ISSN 0040-4039

Full content URL: http://dx.doi.org/10.1016/j.tetlet.2009.07.020

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Abstract

With a view to expand the repertoire of chemoselective methods applicable to sensitive and multifunctional substrates, the p-methoxybenzylation of alcohols under essentially neutral conditions is reported. This was achieved by the silver triflate (AgOTf) activation of 5-(p-methoxybenzylthio)-1-phenyl-1H-tetrazole (PMB-ST) in the presence of 2,6-di-tert-butyl-4-methylpyridine (DTBMP).

Keywords:Protecting groups, Organic methods, Chemical reagent
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Chemistry
ID Code:17114
Deposited On:16 Apr 2015 13:03

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