Literature DB >> 19267434

Highly enantioselective and diastereoselective synthesis of chiral amino alcohols by ruthenium-catalyzed asymmetric hydrogenation of alpha-amino aliphatic ketones.

Jian-Hua Xie1, Sheng Liu, Wei-Ling Kong, Wen-Ju Bai, Xiao-Chen Wang, Li-Xin Wang, Qi-Lin Zhou.   

Abstract

A highly efficient asymmetric hydrogenation of racemic acyclic alpha-amino aliphatic ketones via dynamic kinetic resolution has been realized, providing chiral amino alcohols in excellent enantioselectivities and diastereoselectivities. A hydrogen-bonding transition state mode was proposed for explaining the high diastereoselectivity and enantioselectivity of the reaction.

Entities:  

Year:  2009        PMID: 19267434     DOI: 10.1021/ja901058u

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  Dynamic Kinetic Resolution of Aldehydes by Hydroacylation.

Authors:  Zhiwei Chen; Yusuke Aota; Hillary M H Nguyen; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-27       Impact factor: 15.336

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.  An investigation of the observed, but counter-intuitive, stereoselectivity noted during chiral amine synthesis via N-chiral-ketimines.

Authors:  Thomas C Nugent; Richard Vaughan Williams; Andrei Dragan; Alejandro Alvarado Méndez; Andrei V Iosub
Journal:  Beilstein J Org Chem       Date:  2013-10-15       Impact factor: 2.883

  3 in total

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