Syntheses of the Hexahydroindene Cores of Indanomycin and Stawamycin by Combinations of Iridium-Catalyzed Asymmetric Allylic Alkylations and Intramolecular Diels–Alder Reactions

Gartner, M and G, Satyanarayana and Forster, S and Helmchen, G (2013) Syntheses of the Hexahydroindene Cores of Indanomycin and Stawamycin by Combinations of Iridium-Catalyzed Asymmetric Allylic Alkylations and Intramolecular Diels–Alder Reactions. Chemistry - A European Journal, 19 (1). pp. 400-405. ISSN 0947-6539

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Abstract

Short and concise syntheses of the hexahydroindene cores of the antibiotics indanomycin (X-14547 A) and stawamycin are presented. Key methods used are an asymmetric iridium-catalyzed allylic alkylation, a modified Julia olefination, a Suzuki–Miyaura coupling, and an intramolecular Diels–Alder reaction.

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: alkylation; Diels–Alder reaction; hexahydroindenes; iridium; Julia olefination; Suzuki–Miyaura coupling
Subjects: ?? sub5.8 ??
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 29 Dec 2014 09:14
Last Modified: 24 Sep 2015 10:13
URI: http://raiithold.iith.ac.in/id/eprint/1265
Publisher URL: http://dx.doi.org/10.1002/chem.201202822
OA policy: http://www.sherpa.ac.uk/romeo/issn/0947-6539/
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