New Recoverable Poly(ethylene glycol)-Supported C1-Diamino-oligothiophene Ligands for Palladium-Promoted Asymmetric Allylic Alkylation (AAA) Reactions

A new class of chiral C1‐symmetrical diamino‐oligothiophene ligands easy‐grafted on a soluble polymeric support (MeOPEG5000) is described. The diamines were found to be effective promoting agents for the [Pd(0)]‐catalysed asymmetric allylic alkylation (AAA) of dimethyl malonate in high yields and ex...

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Veröffentlicht in:Advanced synthesis & catalysis 2006-08, Vol.348 (12-13), p.1521-1527
Hauptverfasser: Bandini, Marco, Benaglia, Maurizio, Quinto, Tommaso, Tommasi, Simona, Umani-Ronchi, Achille
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Sprache:eng
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Zusammenfassung:A new class of chiral C1‐symmetrical diamino‐oligothiophene ligands easy‐grafted on a soluble polymeric support (MeOPEG5000) is described. The diamines were found to be effective promoting agents for the [Pd(0)]‐catalysed asymmetric allylic alkylation (AAA) of dimethyl malonate in high yields and excellent enantioselectivity (ee up to 99 %). The supported chiral ligand was readily recovered by precipitation and filtration was recycled up to three times without an appreciable loss in activity. The recycle of the organometallic catalytic system was also investigated.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200606125