Dynamic Kinetic Asymmetric Transformation (DYKAT) by Combined Amine- and Transition-Metal-Catalyzed Enantioselective Cycloisomerization

被引：85

作者：

Zhao, Gui-Ling ^{[1
]}

Ullah, Farman ^{[1
]}

Deiana, Luca ^{[1
]}

Lin, Shuangzheng ^{[1
]}

Zhang, Qiong ^{[4
]}

Sun, Junliang ^{[2
,3
]}

Ibrahem, Ismail ^{[1
]}

Dziedzic, Pawel ^{[1
]}

Cordova, Armando ^{[1
]}

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

[2] Stockholm Univ, Arrhenius Lab, Dept Struct Chem, S-10691 Stockholm, Sweden

[3] Stockholm Univ, Arrhenius Lab, Berzelii Ctr EXSELENT Porous Mat, S-10691 Stockholm, Sweden

[4] Royal Inst Technol, Dept Theoret Chem, Sch Biotechnol, S-10691 Stockholm, Sweden

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 05期

关键词：

asymmetric synthesis; cyclopentenes; dynamic kinetic transformation; organocatalysis; transition-metal catalysis; PHASE-TRANSFER CATALYST; ONE-POT SYNTHESIS; ALLYLIC ALKYLATION; ALPHA; BETA-UNSATURATED ALDEHYDES; DOMINO REACTIONS; QUATERNARY STEREOCENTERS; CASCADE CATALYSIS; ORGANIC-SYNTHESIS; ALDER REACTIONS; ALDOL REACTIONS;

D O I：

10.1002/chem.200902818

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first examples of one-pot highly chemo- and enantioselective dynamic kinetic asymmetric transformations (DYKATs) involving alpha,beta-unsaturated aldehydes and proparaylated carbon acids are presented. These DYKATs, which proceed by a combination of catalytic iminium activation, enamine activation, and Pd-0-catalyzed enyne cycloisomerization, give access to functionalized cyclopentenes wit. It up to. 99% ee and can be used for the generation of all-carbon quaternary stereocenters

引用

页码：1585 / 1591

页数：7

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