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Total Synthesis of Anachelin H


Gademann, Karl; Bethuel, Yann (2004). Total Synthesis of Anachelin H. Organic Letters, 6(25):4707-4710.

Abstract

The first total synthesis of anachelin H is reported. Starting from l-Ser, a stereodivergent synthesis of the polyketide fragment resulting in all possible diastereoisomers is described. The alkaloid peptide fragment is prepared via a tellurium-mediated oxidative aza annulation as the key step. Coupling of the fragments gave synthetic anachelin H, which was found to be identical to a sample of the natural product, thus confirming the configuration by total synthesis.

Abstract

The first total synthesis of anachelin H is reported. Starting from l-Ser, a stereodivergent synthesis of the polyketide fragment resulting in all possible diastereoisomers is described. The alkaloid peptide fragment is prepared via a tellurium-mediated oxidative aza annulation as the key step. Coupling of the fragments gave synthetic anachelin H, which was found to be identical to a sample of the natural product, thus confirming the configuration by total synthesis.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Life Sciences > Biochemistry
Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Language:English
Date:2004
Deposited On:03 Apr 2018 15:06
Last Modified:31 Jul 2020 01:46
Publisher:American Chemical Society (ACS)
ISSN:1523-7052
OA Status:Closed
Publisher DOI:https://doi.org/10.1021/ol048068x

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