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Diastereoselective Reformatsky reaction of methyl 4-bromocrotonate with 1,2:5,6-di-O-isopropylidene-α-d-ribo-hexofuranos-3-ulose: application to novel bicyclic nucleosides
Authors:Mukund K Gurjar  Dandepally Srinivasa Reddy  Mohan M Bhadbhade  Rajesh G Gonnade
Institution:National Chemical Laboratory, Pune 411 008, India
Abstract: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.
Keywords:Bicyclic nucleosides  Vinylogous Reformatsky reaction  Ring closing metathesis  Grubbs' catalyst  Vorbrü  ggen-type coupling reaction
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