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A New Reagent System for Efficient Silylation of Alcohols: Silyl Chloride-N-Methylimidazole-Iodine

Agnieszka Bartoszewicz, Marcin Kalek, Johan Nilsson, Renata Hiresova, Jacek Stawinski*

*Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691 Stockholm, Sweden, Email: jsorgan.su.se

A. Bartoszewicz, M. Kalek, J. Nilsson, R. Hiresova, J. Stawinski, Synlett, 2008, 37-40.

DOI: 10.1055/s-2007-992379


Abstract

Reactions of alcohols with silyl chlorides in the presence of N-methylimidazole were significantly accelerated by addition of iodine. A general and high yielding method for efficient silylation of primary, secondary, and tertiary alcohols was developed.

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Key Words

Silyl Ethers, TBDMS-Ethers, TBDPS-Ethers


ID: J60-Y2008-0010