Enantioselective syntheses of tetrahydroquinolines based on iridium-catalyzed allylic substitutions: Total syntheses of (+)-angustureine and (-)-cuspareine

G, Satyanarayana and Pflasterer, D and Helmchen, G (2011) Enantioselective syntheses of tetrahydroquinolines based on iridium-catalyzed allylic substitutions: Total syntheses of (+)-angustureine and (-)-cuspareine. European Journal of Organic Chemistry, 34. pp. 6877-6886. ISSN 1434-193X

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Abstract

A protecting-group-free two-step approach for the preparation of tetrahydroquinolines has been developed. The procedure involves a highly regio-and enantioselective intermolecular iridium-catalyzed allylic amination followed by one-pot hydroboration and intramolecular Suzuki-Miyaura cross-coupling. This method was applied in total syntheses of the alkaloids (+)-angustureine and (-)-cuspareine.

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: Alkaloids; Total synthesis; Nitrogen heterocycles; Allylic amination; Asymmetric catalysis; Iridium
Subjects: ?? sub5.8 ??
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 29 Oct 2014 09:01
Last Modified: 24 Sep 2015 10:31
URI: http://raiith.iith.ac.in/id/eprint/521
Publisher URL: http://dx.doi.org/10.1002/ejoc.201100981
OA policy: http://www.sherpa.ac.uk/romeo/issn/1434-193X/
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