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

Authors
Lescop, C Nguyen-Kim, PP Huet, F
Citation
C. Lescop et al., Stereoselective synthesis of a [3.3.0]-fused gamma-butyrolactone. Application in the preparation of bicyclic nucleosides, TETRAHEDR L, 41(17), 2000, pp. 3057-3060
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3057 - 3060
Database
ISI
SICI code
0040-4039(20000422)41:17<3057:SSOA[G>2.0.ZU;2-N
Abstract
Stereoselective rearrangement of 6,7-epoxy-3-oxabicyclo[3.2.0]heptan-2-ones 2 and 3 in water afforded a cis-fused butyrolactone as a mixture of two ep imers 1a-b. These were used as the starting materials to prepare new bicycl onucleosides 8a-b. (C) 2000 Elsevier Science Ltd. All rights reserved.