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Synthesis 2014; 46(20): 2794-2798
DOI: 10.1055/s-0034-1378515
DOI: 10.1055/s-0034-1378515
paper
Stereoselective Total Syntheses of Solifenacin and N-Acetyl-1-(4-chlorophenyl)-6,7-dimethoxytetrahydroisoquinoline
Autoren
Weitere Informationen
Publikationsverlauf
Received: 19. Mai 2014
Accepted after revision: 24. Juni 2014
Publikationsdatum:
16. Juli 2014 (online)
Abstract
A highly stereoselective synthesis of 1-aryl-1,2,3,4-tetrahydroisoquinoline drugs such as solefinacin (muscarinic acetylcholine receptor antagonist) and N-acetyl-1-(4-chlorophenyl)-6,7-dimethoxytetrahydroisoquinoline (AMPA receptor antagonist) has been accomplished using (R)-tert-butanesulfinamide as a chiral source. Chiral tetrahydroisoquinolines have been prepared through the aryl Grignard addition to chiral N-sulfinylimines followed by haloamide cyclization.
Key words
chiral N-sulfinylimine - aryl Grignard reagent - tetrahydroisoquinoline - 3-hydroxyquinuclidineSupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/
10.1055/s-00000084.
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