Enantioselective diamination of alkenes by use of a bisimidoosmium reagent with the aid of chiral catalysts

被引：17

作者：

Almodovar, L

Hövelmann, CH

Streuff, J

Nieger, M

Muñiz, K

机构：

[1] Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany

[2] Univ Bonn, Inst Anorgan Chem, D-53121 Bonn, Germany

[3] Univ Chile, Fac Ciencias Quim & Farmaceut, Santiago, Chile

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 03期

关键词：

alkenes; catalysis; diamination; osmium; heterocycles;

D O I：

10.1002/ejoc.200500641

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a new method for the diamination of alkenes is reported. It is based on a reaction in the presence of stoichiometric or catalytic amounts of chiral auxiliaries, which permits the direct synthesis of enantiomerically enriched osmaimidazolidines. The combined application of a catalyst-directing oxazolidinone group and a titanium catalyst results in enantioselective alkene diamination with enantiomer ratios of up to 95:5. Absolute configurations of representative osmaimidazolidine products were established unambiguously by solid-state structure analyses. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

引用

页码：704 / 712

页数：9

共 68 条

[11]

BERKESSEL A, 2004, ACC CHEM RES, V37

[12] The Sharpless asymmetric aminohydroxylation [J].