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Stereoselective synthesis of a [3.3.0]-fused γ-butyrolactone. Application in the preparation of bicyclic nucleosides

✍ Scribed by Cyrille Lescop; Phi-Phung Nguyen-Kim; François Huet

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 118 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00334-8

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✦ Synopsis

Stereoselective rearrangement of 6,7-epoxy-3-oxabicyclo[3.2.0]heptan-2-ones 2 and 3 in water afforded a cisfused butyrolactone as a mixture of two epimers 1a-b. These were used as the starting materials to prepare new bicyclonucleosides 8a-b.

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