ASYMMETRIC-SYNTHESIS OF L-CYCLOPENTYL CARBOCYCLIC NUCLEOSIDES

Authors
WANG PY AGROFOGLIO LA NEWTON MG CHU CK
Citation
Py. Wang et al., ASYMMETRIC-SYNTHESIS OF L-CYCLOPENTYL CARBOCYCLIC NUCLEOSIDES, Tetrahedron letters, 38(24), 1997, pp. 4207-4210
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
24
Year of publication
1997
Pages
4207 - 4210
Database
ISI
SICI code
0040-4039(1997)38:24<4207:AOLCN>2.0.ZU;2-1
Abstract
Asymmetric synthesis of L-carbocyclic nucleosides, (+)-beta-L-aristero mycin (11) and its thymine analog (12) was accomplished. The key inter mediate 3 was synthesized by a regioselective conjugate addition to th e enone 1 followed by DIBAL-H reduction. Coupling of 4 with heterocycl e or construction of heterocyle by a linear approach gave 11 and 12. T his is the first asymmetric synthesis of L-cyclopentyl carbocyclic nuc leosides. (C) 1997 Elsevier Science Ltd.