Stereoselective Synthesis of α-Diazo Oxime Ethers and Their Application in the Synthesis of Highly Substituted Pyrroles through a [3+2] Cycloaddition

The stereoselective diazo transfer reaction with oxime ethers offers an efficient route to the corresponding α‐diazo oxime ethers. The utility of these compounds has been demonstrated by the synthesis of highly substituted pyrroles through a [3+2] cycloaddition of α‐oximino carbenoids with enamines...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2010-10, Vol.49 (43), p.7963-7967
Hauptverfasser: Lourdusamy, Emmanuvel, Yao, Lin, Park, Cheol-Min
Format: Artikel
Sprache:eng
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Zusammenfassung:The stereoselective diazo transfer reaction with oxime ethers offers an efficient route to the corresponding α‐diazo oxime ethers. The utility of these compounds has been demonstrated by the synthesis of highly substituted pyrroles through a [3+2] cycloaddition of α‐oximino carbenoids with enamines (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201004073