New Recoverable Poly(ethylene glycol)‐Supported C 1 ‐ Diamino‐oligothiophene Ligands for Palladium‐Promoted Asymmetric Allylic Alkylation (AAA) Reactions

A new class of chiral C 1 ‐symmetrical diamino‐oligothiophene ligands easy‐grafted on a soluble polymeric support (MeOPEG 5000 ) 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 an...

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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
Format: Artikel
Sprache:eng
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Zusammenfassung:A new class of chiral C 1 ‐symmetrical diamino‐oligothiophene ligands easy‐grafted on a soluble polymeric support (MeOPEG 5000 ) 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