Stereocontrolled synthesis of novel 6′(α)-hydroxy carbovir analogues
Tetrahedron, ISSN: 0040-4020, Vol: 59, Issue: 32, Page: 6103-6108
2003
- 27Citations
- 17Captures
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Article Description
This paper describes the racemic and stereoselective synthetic route for a novel 6′(α)-hydroxy-carbovir from a simple acyclic precursor, Solketal. The relative stereochemistry of the target nucleosides was successfully controlled by a sequential stereoselective glycolate Claisen rearrangement followed by a ring-closing metathesis (RCM). Adenine and cytosine were coupled using a Pd(0) catalyzed allylic alkylation strategy in a high regio- and stereoselective manner.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0040402003009864; http://dx.doi.org/10.1016/s0040-4020(03)00986-4; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0042847390&origin=inward; http://linkinghub.elsevier.com/retrieve/pii/S0040402003009864; http://api.elsevier.com/content/article/PII:S0040402003009864?httpAccept=text/xml; http://api.elsevier.com/content/article/PII:S0040402003009864?httpAccept=text/plain; https://linkinghub.elsevier.com/retrieve/pii/S0040402003009864; https://api.elsevier.com/content/article/PII:S0040402003009864?httpAccept=text/xml; https://api.elsevier.com/content/article/PII:S0040402003009864?httpAccept=text/plain; http://dx.doi.org/10.1016/s0040-4020%2803%2900986-4; https://dx.doi.org/10.1016/s0040-4020%2803%2900986-4
Elsevier BV
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