Chiral Rhodium Complexes Derived From Electron-Rich Phosphine-Phosphites as Asymmetric Hydrogenation Catalysts

被引：29

作者：

Etayo, Pablo ^{[1
]}

Nunez-Rico, Jose L. ^{[1
]}

Vidal-Ferran, Anton ^{[1
,2
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

[2] Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain

来源：

ORGANOMETALLICS | 2011年 / 30卷 / 24期

关键词：

ANTICONVULSANT ACTIVITIES; LIGANDS; DERIVATIVES; SUBSTITUENTS; LACOSAMIDE; REDUCTION; AMINATION; MECHANISM; ALKENES;

D O I：

10.1021/om200933b

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Two new chiral cationic rhodium(I) complexes derived from electron-rich dicyclohexylphosphine-phosphite ligands were prepared from enantiopure Sharpless epoxy ethers. The best-performing catalyst system, which bears a less bulky methyl ether moiety, exhibited remarkably high enantioselectivity (up to 99% cc) and reactivity (up to >2500 TON) in asymmetric hydrogenation reactions of various functionalized alkenes (alpha-(acylamino)acrylates, itaconic acid derivatives, a-substituted enol esters and alpha-arylenamides). Our synthetic methodology has been successfully applied to the enantioselective synthesis of the antiepileptic drug (R)-lacosamide (Vimpat).

引用

页码：6718 / 6725

页数：8

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