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A Fluorous Phosphate Protecting Group with Applications to Carbohydrate Synthesis

by: Lin Liu, Nicola L. B. Pohl
Org. Lett. In Organic Letters, Vol. 13, No. 7. (8 March 2011), pp. 1824-1827, doi:10.1021/ol2003435  Key: citeulike:11484655

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Abstract

The first fluorous protecting group for phosphate is reported. This group can be used as a facile tag for purification and be removed under mild reducing conditions using zinc and ammonium formate. Synthesis of a disaccharide from Leishmania using this fluorous protecting group demonstrated the group?s stability to the acidic conditions necessary for glycosylation as well as its orthogonality to several other common protecting groups.


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