Literature DB >> 20039352

Dynamic kinetic asymmetric transformation (DYKAT) by combined amine- and transition-metal-catalyzed enantioselective cycloisomerization.

Gui-Ling Zhao1, Farman Ullah, Luca Deiana, Shuangzheng Lin, Qiong Zhang, Junliang Sun, Ismail Ibrahem, Pawel Dziedzic, Armando Córdova.   

Abstract

The first examples of one-pot highly chemo- and enantioselective dynamic kinetic asymmetric transformations (DYKATs) involving alpha,beta-unsaturated aldehydes and propargylated 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 with up to 99 % ee and can be used for the generation of all-carbon quaternary stereocenters.

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Year:  2010        PMID: 20039352     DOI: 10.1002/chem.200902818

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.

Authors:  Chiyu Wei; Xiaohan Ye; Qingyu Xing; Yong Hu; Yan Xie; Xiaodong Shi
Journal:  Org Biomol Chem       Date:  2019-06-25       Impact factor: 3.876

2.  A general organocatalyzed Michael-Michael cascade reaction generates functionalized cyclohexenes.

Authors:  Patrick G McGarraugh; Joshua H Jones; Stacey E Brenner-Moyer
Journal:  J Org Chem       Date:  2011-07-08       Impact factor: 4.354

3.  Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.

Authors:  Vikram Bhat; Eric R Welin; Xuelei Guo; Brian M Stoltz
Journal:  Chem Rev       Date:  2017-02-06       Impact factor: 60.622

4.  Dynamic kinetic asymmetric transformations of β-stereogenic α-ketoesters by direct aldolization.

Authors:  Michael T Corbett; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-12       Impact factor: 15.336

5.  Highly enantioselective cascade transformations by merging heterogeneous transition metal catalysis with asymmetric aminocatalysis.

Authors:  Luca Deiana; Samson Afewerki; Carlos Palo-Nieto; Oscar Verho; Eric V Johnston; Armando Córdova
Journal:  Sci Rep       Date:  2012-11-14       Impact factor: 4.379

  5 in total

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