Enantiopure fluorous 1,2-diaryl-1,2-diaminoethanes: synthesis and applications in asymmetric organometallic catalysis

被引：2

作者：

Bayardon, Jerome ^{[1
]}

Sinou, Denis ^{[1
]}

机构：

[1] Univ Lyon 1, CNRS, CPE Lyon, ICBMS,CNRS,Lab Synth Asymetr Assoc,UMR 5246, 43 Blvd 11 Novembre 1918, F-69622 Villeurbanne, France

来源：

ARKIVOC | 2008年

关键词：

Enantiopure fluorous diamines; asymmetric catalysis; allylic alkylation; hydrogen-transfer reaction;

D O I：

10.3998/ark.5550190.0009.704

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a new enantiopure fluorous 1,2-diaryl-1,2-diaminoethane bearing two fluorous ponytails is described. The palladium-catalyzed reaction of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate in the presence of this ligand and its analogue bearing four fluorous ponytails gave the alkylated product with ee up to 44%. Their application as ligands in hydrogen transfer reactions associated with rhodium, iridium, or ruthenium in a two-phase system gave ee up to 39%, the catalyst being recycled without loss of enantioselectivity in the case of the ruthenium complex.

引用

页码：26 / 35

页数：10

共 29 条

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