Article ID Journal Published Year Pages File Type
5220550 Tetrahedron 2011 12 Pages PDF
Abstract

C-branched-chain sugars and nucleosides were obtained by organocatalysis from ulose derivatives. After a reduction step, the corresponding 1,3-diol was derivatized into 3′-spiro-sulfamidates and unexpected sulfates by treatment with a Burgess reagent. Deprotection of the Boc-derivatives was carried out while preserving the cyclic sulfate. An example of ring opening of the cyclic sulfate derivative with sodium azide leading to the corresponding 3′-C-azidoalkyl branched-chain nucleosides is given.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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