Cycle-Specific Organocascade Catalysis: Application to Olefin Hydroamination, Hydro-oxidation, and Amino-oxidation, and to Natural Product Synthesis

被引：209

作者：

Simmons, Bryon ^{[1
]}

Walji, Abbas M. ^{[1
]}

MacMillan, David W. C. ^{[1
]}

机构：

[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 24期

关键词：

cascade reactions; enantioselectivity; natural products; organocatalysis; ASYMMETRIC ALPHA-AMINATION; ENAMINE CATALYSIS; DIAMINATION; STRATEGY; DESIGN; ROUTE;

D O I：

10.1002/anie.200900220

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, - hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4349 / 4353

页数：5

共 46 条

[41]

Wu TS, 2000, CHEM PHARM BULL, V48, P357

[42] Organocatalytic Enantioselective Aminosulfenylation of α,β-Unsaturated Aldehydes [J].

Zhao, Gui-Ling ;

Rios, Ramon ;

Vesely, Jan ;

Eriksson, Lars ;

Cordova, Armando .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (44) :8468-8472

[43] Direct organocatalytic asymmetric reductive Mannich-type reactions [J].

Zhao, Gul-Ling ;

Cordova, Armando .

TETRAHEDRON LETTERS, 2006, 47 (42) :7417-7421

[44]

Zhong G., 2003, ANGEW CHEM, V115, P4379, DOI DOI 10.1002/ANGE.200352097

[45] A facile and rapid route to highly enantiopure 1,2-diols by novel catalytic asymmetric α-aminoxylation of aldehydes [J].

Zhong, GF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (35) :4247-4250

[46]

ZHOU J, 2005, J AM CHEM SOC, V127, P15035

← 1 2 3 4 5 →