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Diastereoselective Reformatsky reaction of methyl 4-bromocrotonate with 1,2:5,6-di-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose: application to novel bicyclic nucleosides



Diastereoselective Reformatsky reaction of methyl 4-bromocrotonate with 1,2:5,6-di-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose: application to novel bicyclic nucleosides



Tetrahedron 60(45): 10269-10275



This paper describes an efficient synthetic route for novel bicyclic nucleosides. The stereochemistry of the targeted bicyclic nucleosides was successfully achieved by vinylogous Reformatsky reaction and ring closing metathesis reaction on a carbohydrate backbone. Copyright 2004 Elsevier Ltd.

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Accession: 011951003

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