Ruthenium(0)-Catalyzed [4+2] Cycloaddition of Acetylenic Aldehydes with α-Ketols: Convergent Construction of Angucycline Ring Systems

Ruthenium(0)-Catalyzed [4+2] Cycloaddition of Acetylenic Aldehydes with α-Ketols: Convergent Construction of Angucycline Ring Systems

Ruthenium(0) complexes modified by CyJohnPhos or RuPhos catalyze the successive C−C coupling of acetylenic aldehydes with α‐ketols to form [4+2] cycloadducts as single diastereomers. This method enables convergent construction of type II polyketide ring systems of the angucycline class. Ein Ring nac...

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Bibliographic Details
Published in:Angewandte Chemie Vol. 128; no. 4; pp. 1515 - 1519
Main Authors: Saxena, Aakarsh, Perez, Felix, Krische, Michael J.
Format: Journal Article
Language:English
Published: Blackwell Publishing Ltd 22-01-2016
Subjects:
Aldehydes
Carbon-carbon composites
Construction
Cycloaddition
Cycloadditionen
Hydrierungen
Joining
Naturstoffe
Polyketide
Ruthenium
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Description
Summary:Ruthenium(0) complexes modified by CyJohnPhos or RuPhos catalyze the successive C−C coupling of acetylenic aldehydes with α‐ketols to form [4+2] cycloadducts as single diastereomers. This method enables convergent construction of type II polyketide ring systems of the angucycline class. Ein Ring nach dem anderen: Ruthenium(0)‐Komplexe von CyJohnPhos oder RuPhos katalysieren die stufenweise C‐C‐Kupplung von Alkin‐Aldehyden mit α‐Ketolen, die einzelne Diastereomere der [4+2]‐Cycloaddukte liefert. Die Methode eignet sich für den konvergenten Aufbau von Typ‐II‐Polyketid‐Ringsystemen der Angucyclin‐Klasse.
Bibliography:Robert A. Welch Foundation - No. F-0038
istex:6F83C9B62FE85F5CA145573E9B5AE1F78865C797
NIH - No. RO1-GM093905; No. 1K12GM102745
ark:/67375/WNG-CJMDSP39-F
ArticleID:ANGE201509646
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201509646