Hexanes/acetonitrile: a binary solvent system for the efficient monosilylation of symmetric primary and secondary diols

Hexanes/acetonitrile: a binary solvent system for the efficient monosilylation of symmetric primary and secondary diols

[Display omitted] 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 d...

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Veröffentlicht in:Tetrahedron letters 2014-04, Vol.55 (16), p.2600-2602
Hauptverfasser: Wilke, Burkhardt I., Dornan, Mark H., Yeung, Jon, Boddy, Christopher N., Pinto, Atahualpa
Format: Artikel
Sprache:eng
Schlagworte:
Acetonitrile
Binary solvent system
Binary systems (materials)
Diols
Hexanes
Monoprotection
Silylation
Solubility
Solvents
Symmetric diol
Symmetry
Tetrahedrons
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Zusammenfassung:[Display omitted] 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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.067