Enantioselective addition of organolithium reagents to 3,4-dihydroisoquinoline in the presence of (-)-sparteine as an external ligand. Application for the synthesis of isoquinoline alkaloids

Authors
Chrzanowska, M Sokolowska, J
Citation
M. Chrzanowska et J. Sokolowska, Enantioselective addition of organolithium reagents to 3,4-dihydroisoquinoline in the presence of (-)-sparteine as an external ligand. Application for the synthesis of isoquinoline alkaloids, TETRAHEDR-A, 12(10), 2001, pp. 1435-1440
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
10
Year of publication
2001
Pages
1435 - 1440
Database
ISI
SICI code
0957-4166(20010622)12:10<1435:EAOORT>2.0.ZU;2-V
Abstract
Three isoquinoline alkaloids. (-)-salsolidine 2. (+)-carnegine 6 and (-)-1- phenyl-2-methyl-6.7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 7. were obtain ed in high yield and with 17-46% e.e. by the enantioselective additions of organolithium reagents to dihydroisoquinolines 1 and 5. in the presence of (-)-sparteine as a chiral ligand. (C) 2001 Elsevier Science Ltd. All rights reserved.