CHEMOENZYMATIC SYNTHESIS OF CARBOCYCLIC NUCLEOSIDE ANALOGS WITH BICYCLO[3.1.0]HEXYL RESIDUES

Citation
F. Theil et al., CHEMOENZYMATIC SYNTHESIS OF CARBOCYCLIC NUCLEOSIDE ANALOGS WITH BICYCLO[3.1.0]HEXYL RESIDUES, Journal of the Chemical Society. Perkin transactions. I, (3), 1996, pp. 255-258
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
3
Year of publication
1996
Pages
255 - 258
Database
ISI
SICI code
0300-922X(1996):3<255:CSOCNA>2.0.ZU;2-W
Abstract
The carbocyclic nucleoside analogues 8 and ent-8 have been prepared ba sed on the enantiomerically pure bicycle[3.1.0] hexane monoacetates 5 and ent-5 which were obtained by a lipase-catalysed asymmetrization of the meso-bicyclo[3.1.0]hexane derivatives 4 and 6, respectively. By a n enantiodivergent approach both nucleoside analogues 8 and ent-8 have been synthesized starting from the common enantiomer 5, Furthermore, the adenine derivative ent-8 has been obtained from the monoacetate en t-5.