NEW SYNTHESIS OF ALL THE 4 STEREOISOMERS OF INDOLIZIDINE-209D AND THEIR AFFINITY FOR NICOTINIC ACETYLCHOLINE-RECEPTOR

Authors
TAKAHATA H KUBOTA M IHARA K OKAMOTO N MOMOSE T AZER N ELDEFRAWI AT ELDEFRAWI ME
Citation
H. Takahata et al., NEW SYNTHESIS OF ALL THE 4 STEREOISOMERS OF INDOLIZIDINE-209D AND THEIR AFFINITY FOR NICOTINIC ACETYLCHOLINE-RECEPTOR, Tetrahedron : asymmetry, 9(18), 1998, pp. 3289-3301
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
18
Year of publication
1998
Pages
3289 - 3301
Database
ISI
SICI code
0957-4166(1998)9:18<3289:NSOAT4>2.0.ZU;2-9
Abstract
Both enantiomers of a 2-(4-pentenyl)pyrrolidine derivative 4 (65-90% e e), prepared via the asymmetric dihydroxylation (AD) of terminal olefi n 2, underwent a second AD to provide all of the four stereoisomers of indolizidine 209D 1 with enantiomeric enhancement (92-98% ee). The af finity of 1 for nicotinic acetylcholine receptor was evaluated. (C) 19 98 Elsevier Science Ltd. All rights reserved.