Enantiospecific synthesis of (+)-ribasine

Authors
Ollero, L Castedo, L Dominguez, D
Citation
L. Ollero et al., Enantiospecific synthesis of (+)-ribasine, TETRAHEDRON, 55(14), 1999, pp. 4445-4456
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
14
Year of publication
1999
Pages
4445 - 4456
Database
ISI
SICI code
0040-4020(19990402)55:14<4445:ESO(>2.0.ZU;2-X
Abstract
The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of s ubstituted alpha-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9-phe nylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-1-one [(+)-5]. Aminoinda none (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselecti ve alkylation of a chiral glycine enolate synthon. (C) 1999 Elsevier Scienc e Ltd. All rights reserved.