Diastereoselective reformatsky reaction of methyl 4-bromocrotonate with 1,2:5, 6-di-O-isopropylidene-[α]-D-ribo-hexofuranos-3-ulose: application to novel

Gurjar, Mukund K. ; Srinivasa Reddy, Dandepally ; Bhadbhadea, Mohan M. ; Gonnade, Rajesh G. (2004) Diastereoselective reformatsky reaction of methyl 4-bromocrotonate with 1,2:5, 6-di-O-isopropylidene-[α]-D-ribo-hexofuranos-3-ulose: application to novel Tetrahedron, 60 (45). pp. 10269-10275. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2004.08.092

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Bicyclic Nucleosides; Vinylogous Reformatsky Reaction; Ring Closing Metathesis; Grubbs' Catalyst; Vorbruggen-type Coupling Reaction
ID Code:11459
Deposited On:16 Nov 2010 13:56
Last Modified:02 Jun 2011 09:45

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