Propargyl 1,2-Orthoesters for a Catalytic and Stereoselective Synthesis of Pyrimidine Nucleosides
The Journal of Organic Chemistry2014Vol. 80(3), pp. 1499–1505
Citations Over TimeTop 22% of 2014 papers
Abstract
Pyrimidine nucleosides are synthesized by using propargyl 1,2-orthoesters and Au(III) salt as a catalyst. Strategically positioned 1,2-orthoesters are found to yield only 1,2-trans nucleosides and enable preparation of 2′-OH containing pyrimidine nucleosides. The glycosyl donor employed in this study is stable and easily accessible. The identified high-yielding protocol is mild, diastereoselective, and catalytic.
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