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  Low-valent titanium induced indole formation: Syntheses of secofascaplysin, indolopyridocoline and an endothelin-receptor-antagonist

Fürstner, A., Ernst, A., Krause, H., & Ptock, A. (1996). Low-valent titanium induced indole formation: Syntheses of secofascaplysin, indolopyridocoline and an endothelin-receptor-antagonist. Tetrahedron, 52(21), 7329-7344. doi:10.1016/0040-4020(96)00255-4.

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 Creators:
Fürstner, Alois1, Author              
Ernst, Andreas1, Author              
Krause, Helga1, Author              
Ptock, Arne1, Author              
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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 Abstract: The versatility of a titanium-induced reductive oxo-amide coupling reaction is illustrated by the syntheses of the alkaloids secofascaplysin 8 and indolopyridocoline 14 as well as by an efficient and flexible approach to the arylated indole-2-carboxylic acid 4, which has recently been disclosed as a promising endothelin-receptor-antagonist. Depending on the particular substitution pattern in the substrates, either pre-formed titanium on graphite or low-valent titanium formed in situ (“instant conditions”) are the preferred coupling agents for reductive heterocycle syntheses of this type.

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Language(s): eng - English
 Dates: 1995-09-141995-11-021999-11-301996-05-20
 Publication Status: Published in print
 Pages: 15
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1016/0040-4020(96)00255-4
 Degree: -

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Title: Tetrahedron
  Other : Tetrahedron
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: 15 Volume / Issue: 52 (21) Sequence Number: - Start / End Page: 7329 - 7344 Identifier: ISSN: 0040-4020
CoNE: https://pure.mpg.de/cone/journals/resource/954925448773