Nonionic superbase-catalyzed silylation of alcohols

BA D'Sa, D McLeod, JG Verkade

Index: D'Sa, Bosco A.; McLeod, Dale; Verkade, John G. Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 5057 - 5061

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Citation Number: 73

Abstract

Herein we report a very effective and mild procedure for the silyl protection of a wide variety of substrate alcohols, including primary, secondary, allylic, propargylic, benzylic, hindered secondary, tertiary, acid-sensitive, and base-sensitive alcohols and also hindered phenols. The silylation reagent used is tert-butyldimethylsilyl chloride (TBDMSCl) and the catalyst is P (MeNCH2CH2) 3N, 1b, both of which are commercially available. The reactions are ...