New recoverable poly(ethylene glycol)-supported C1-diamino-oligothiophene ligands for palladium-promoted asymmetric allylic alkylation (AAA) reactions

被引：20

作者：

Bandini, Marco

Benaglia, Maurizio

Quinto, Tommaso

Tommasi, Simona

Umani-Ronchi, Achille

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 12-13期

关键词：

asymmetric synthesis; palladium; PEG; supported catalysts; thiophene;

D O I：

10.1002/adsc.200606125

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new class of chiral Cl-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.

引用

页码：1521 / 1527

页数：7

共 31 条

[1] Controlling stereochemical outcomes of asymmetric processes by catalyst remote molecular functionalizations: Chiral diamino-oligothiophenes (DATs) as ligands in asymmetric catalysis [J].