Overcoming hydrolytic sensitivity and low solubility of phosphitylation reagents by combining ionic liquids with
Christopher Hardacre1, Haifeng Huang, Stuart L James
1School of Chemistry and Chemical Engineering, Queen's University, Belfast, UK. c.hardacre@qub.ac.uk
Chemical Communications (Cambridge, England)
|April 19, 2011
Abstract:
Ionic liquids have been used in combination with ball milling on a range of chlorophosphoramidite reagents to phosphitylate nucleosides and 2-deoxynucleosides. The enhanced stability offered by the ionic liquid mediated processes combined with efficient mass transfer induced by ball milling has enabled excellent yields to be obtained even when using small dialkyl amino groups as well as the more commonly used diisopropylamino protection.
