Article ID Journal Published Year Pages File Type
5280094 Tetrahedron Letters 2007 4 Pages PDF
Abstract

The sequential reactions of 2-C-methyl-d-arabinose with cyanamide and methyl propiolate afford an anhydronucleoside, which may be opened under acid conditions with inversion at C2′, to give 2′-C-methyl uridine; ring opening with sodium hydroxide gave 2′-C-methyl arabino-uridine with retention of configuration at C2′. This gives complete stereospecific control to yield only β-nucleosides.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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