Enantioselective Modular Synthesis of 2,4-Disubstituted Cyclopentenones by Iridium-Catalyzed Allylic Alkylation

Classy combo: Together, the asymmetric iridium‐catalyzed allylic alkylation and ruthenium‐catalyzed ring‐closing metathesis lead to an efficient synthesis of chiral cyclopentenones (see scheme). One example is the synthesis of the antitumor agent TEI‐9826 with high enantiomeric purity.

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Bibliographische Detailangaben
Veröffentlicht in:	Angewandte Chemie International Edition 2006-04, Vol.45 (15), p.2466-2469
Hauptverfasser:	Schelwies, Mathias, Dübon, Pierre, Helmchen, Günter
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Allyl Compounds - chemistry allylic substitution Catalysis Cyclopentanes - chemical synthesis Cyclopentanes - chemistry cyclopentenones enantioselectivity iridium Iridium - chemistry Malonates - chemistry Molecular Structure Propylamines - chemistry ring-closing metathesis Stereoisomerism
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Beschreibung
Zusammenfassung:	Classy combo: Together, the asymmetric iridium‐catalyzed allylic alkylation and ruthenium‐catalyzed ring‐closing metathesis lead to an efficient synthesis of chiral cyclopentenones (see scheme). One example is the synthesis of the antitumor agent TEI‐9826 with high enantiomeric purity.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200503945