doi: 10.1039/c2ob06775g.
Epub 2012 Jan 25.
Enantioselective synthesis of the carbocyclic nucleoside (-)-abacavir
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- PMID: 22274412
- DOI: 10.1039/c2ob06775g
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Enantioselective synthesis of the carbocyclic nucleoside (-)-abacavir
Org Biomol Chem.
.
Abstract
An enantiopure β-lactam with a suitably disposed electron withdrawing group on nitrogen, participated in a π-allylpalladium mediated reaction with 2,6-dichloropurine tetrabutylammonium salt to afford an advanced cis-1,4-substituted cyclopentenoid with both high regio- and stereoselectivity. This advanced intermediate was successfully manipulated to the total synthesis of (-)-Abacavir.
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