- Benzoyl Shift: A New Approach to Reverse Regioselectivity in the Monoprotection of vic -Diols
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The benzoyl shift in monoprotected vic-diols is described. Triggered under mild conditions, this transformation allows regioselective protection of the least acidic hydroxyl function of an activated vic-diol.
- De La Torre, Aurélien,Oger, Camille,Bultel-Poncé, Valérie,Durand, Thierry,Galano, Jean-Marie
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- 'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid
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Benzoyl cyanide in the ionic liquid 1-methoxyethyl-3-methylimidazolium methanesulfonate has been employed as a 'green' alternative and mild reaction condition protocol to conventional pyridine-benzoyl chloride system for efficient and selective benzoylation of nucleosides (of both the ribo- and deoxyribo-series) at ambient temperatures. The use of benzoyl cyanide-ionic liquid combination has been successfully extended for highly efficient benzoylation of phenols, aromatic amines, benzyl alcohol, aliphatic diols, 3-aminophenol and 2-aminobenzylalcohol, which indicates the versatility of this benzoylating system.
- Prasad, Ashok K.,Kumar, Vineet,Malhotra, Shashwat,Ravikumar, Vasulinga T.,Sanghvi, Yogesh S.,Parmar, Virinder S.
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p. 4467 - 4472
(2007/10/03)
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