Asymmetric organocatalysis with novel chiral thiourea derivatives: Bifunctional catalysts for the Strecker and nitro-Michael reactions

被引：149

作者：

Tsogoeva, SB

Yalalov, DA

Hateley, MJ

Weckbecker, C

Huthmacher, K

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

[2] Degussa AG, Feed Addit, D-63457 Hanau, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 2005卷 / 23期

关键词：

Strecker synthesis; Michael addition; asymmetric catalysis; chiral thioureas; bifunctional organocatalysts;

D O I：

10.1002/ejoc.200500420

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel bifunctional organocatalysts bearing both a thiourea moiety and an imidazole group on a chiral scaffold were synthesized and applied to the Strecker synthesis and nitro-Michael reaction. The addition of acetone to nitroolefins in the presence of these novel bifunctional organocatalysts gave enantioselectivities (up to 87 % ee) that are superior to those generated by the proline and/or homo-proline tetrazole catalysts described in the literature. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

引用

页码：4995 / 5000

页数：6

共 41 条

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