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Synthesis 2014; 46(06): 817-821
DOI: 10.1055/s-0033-1338584
DOI: 10.1055/s-0033-1338584
paper
Asymmetric Formal Synthesis of (+)-Pyrenolide D
Weitere Informationen
Publikationsverlauf
Received: 13. November 2013
Accepted after revision: 19. Dezember 2013
Publikationsdatum:
23. Januar 2014 (online)
Abstract
A concise, asymmetric formal synthesis of (+)-pyrenolide D from (E)-crotonaldehyde is described. The key steps include an enantioselective Sharpless dihydroxylation of protected hex-4-en-1-yn-3-ol and a highly diastereoselective palladium-catalysed oxycarbonylation of (2R,3S,4S)-hex-5-ene-2,3,4-triol using iron pentacarbonyl as the carbon monoxide source.
Key words
natural products - pyrenolide D - oxycarbonylation - palladium catalysis - iron pentacarbonylSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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