Ru-catalyzed stereoselective addition of imides to alkynes

被引：41

作者：

Goossen, Lukas J.

Blanchot, Mathieu

Brinkmann, Claus

Goossen, Kathe

Karch, Ralph

Rivas-Nass, Andreas

机构：

[1] Tech Univ Kaiserslautern, Inst Organ Chem, D-67663 Kaiserslautern, Germany

[2] UMICORE AG & CO KG, D-63457 Hanau, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 25期

关键词：

D O I：

10.1021/jo061966h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalyst system formed in situ from bis(2-methylallyl)cycloocta- 1,5-dieneruthenium(II) ((cod)Ru[met](2)), a phosphine, and scandium(III) trifluoromethanesulfonate (Sc-(OTf)(3)) was found to efficiently catalyze the anti-Markovnikov addition of imides to terminal alkynes, allowing mild and atom-economic synthesis of enimides. Depending on the phosphine employed, both the (E)- and the (Z)-isomer can be accessed stereoselectively.

引用

页码：9506 / 9509

页数：4

共 18 条

[1]

BASSETTI M, 1998, J CHEM SOC P2, P227

[2]

Beller M., 2004, ANGEW CHEM, V116, P3448

[3]

BRETTLE R, 1998, J CHEM SOC P1, P2185

[4]

Brown A.D., 2005, US Pat., Patent No. [US20050215590-A1, 20050215590, 20,050,215,590]