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Hexanes/acetonitrile: a binary solvent system for the efficient monosilylation of symmetric primary and secondary diols
Authors:Burkhardt I. Wilke  Mark H. Dornan  Jon Yeung  Christopher N. Boddy  Atahualpa Pinto
Affiliation:1. Department of Chemistry, Syracuse University, Syracuse, NY 13244, USA;2. Department of Chemistry, Centre for Catalysis Research and Innovation, University of Ottawa, Ottawa, ON K1N 6N5, Canada;3. Department of Chemistry, SUNY College of Environmental Science and Forestry, Syracuse, NY 13210, USA
Abstract:Symmetric diols are useful compounds in the synthesis of natural products, their value often dependent on their successful monoprotection. A general and simple method for the monosilylation of symmetrical primary and secondary diols is reported. The method exploits the solubility differential of diols and their monosilylated counterparts in a binary hexanes/acetonitrile solvent system.
Keywords:Symmetric diol   Monoprotection   Silylation   Binary solvent system
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