Literature DB >> 23172679

Asymmetric hydrogenation of α,α'-disubstituted cycloketones through dynamic kinetic resolution: an efficient construction of chiral diols with three contiguous stereocenters.

Chong Liu1, Jian-Hua Xie, Ya-Li Li, Ji-Qiang Chen, Qi-Lin Zhou.   

Abstract

Chiral diols with three contiguous stereocenters were synthesized by a highly enantioselective ruthenium-catalyzed asymmetric hydrogenation of racemic α,α'-disubstituted cycloketones involving dynamic kinetic resolution. This new catalytic asymmetric method provides a concise route to the alkaloid (+)-γ-lycorane.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 23172679     DOI: 10.1002/anie.201207561

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

1.  Exploiting Enzymatic Dynamic Reductive Kinetic Resolution (DYRKR) in Stereocontrolled Synthesis.

Authors:  Gregory A Applegate; David B Berkowitz
Journal:  Adv Synth Catal       Date:  2015-05-12       Impact factor: 5.837

2.  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

3.  Hydroamination of Dihapto-Coordinated Benzene and Diene Complexes of Tungsten: Fundamental Studies and the Synthesis of γ-Lycorane.

Authors:  Katy B Wilson; Hannah S Nedzbala; Spenser R Simpson; Megan N Ericson; Karl S Westendorff; Mahendra D Chordia; Diane A Dickie; W Dean Harman
Journal:  Helv Chim Acta       Date:  2021-08-10       Impact factor: 2.164

4.  Counterion-Mediated Enantioconvergent Synthesis of Axially Chiral Medium Rings.

Authors:  Ji-Yuan Du; Tudor Balan; Tim D W Claridge; Martin D Smith
Journal:  J Am Chem Soc       Date:  2022-08-03       Impact factor: 16.383

5.  Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

Authors:  Patrick D Parker; Xintong Hou; Vy M Dong
Journal:  J Am Chem Soc       Date:  2021-04-23       Impact factor: 16.383

6.  Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols.

Authors:  Xiao-Hui Yang; Hai-Tao Yue; Na Yu; Yi-Pan Li; Jian-Hua Xie; Qi-Lin Zhou
Journal:  Chem Sci       Date:  2016-11-15       Impact factor: 9.825

7.  Divergent enantioselective synthesis of hapalindole-type alkaloids using catalytic asymmetric hydrogenation of a ketone to construct the chiral core structure.

Authors:  Yang Liu; Li-Jie Cheng; Hai-Tao Yue; Wen Che; Jian-Hua Xie; Qi-Lin Zhou
Journal:  Chem Sci       Date:  2016-04-12       Impact factor: 9.825

  7 in total

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