Literature DB >> 28221384

Switchable divergent asymmetric synthesis via organocatalysis.

Gu Zhan1, Wei Du1, Ying-Chun Chen2.   

Abstract

The development of switchable chemo-, regio-, or diastereodivergent reactions, in which two or more structurally and stereogenically different types of chiral products could be produced efficiently from an identical set of starting materials under readily tunable catalytic conditions, is one of the ultimate goals in asymmetric catalysis. This tutorial review will focus on the application of a variety of chiral organic catalysts, including Lewis bases, and Brønsted bases and acids, in a diverse range of stereoselective reactions in a switchable manner. Meanwhile, a few examples of divergent reactions through synergistic activation of organocatalysis and metal catalysis will also be discussed.

Entities:  

Year:  2017        PMID: 28221384     DOI: 10.1039/c6cs00247a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  14 in total

1.  Catalytic Divergent [3+3]- and [3+2]-Cycloaddition by Discrimination Between Diazo Compounds.

Authors:  Yongming Deng; Lynée A Massey; Yeray A Rodriguez Núñez; Hadi Arman; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-24       Impact factor: 15.336

2.  Dynamic Covalent Kinetic Resolution.

Authors:  Yan Zhang; Yang Zhang; Olof Ramström
Journal:  Catal Rev Sci Eng       Date:  2019-09-11       Impact factor: 20.217

3.  Ligand-dependent, palladium-catalyzed stereodivergent synthesis of chiral tetrahydroquinolines.

Authors:  Yue Wang; Er-Qing Li; Zheng Duan
Journal:  Chem Sci       Date:  2022-06-20       Impact factor: 9.969

4.  Diastereodivergent asymmetric Michael-alkylation reactions using chiral N,N'-dioxide/metal complexes.

Authors:  Yulong Kuang; Bin Shen; Li Dai; Qian Yao; Xiaohua Liu; Lili Lin; Xiaoming Feng
Journal:  Chem Sci       Date:  2017-11-08       Impact factor: 9.825

5.  Base-Promoted Chemodivergent Formation of 1,4-Benzoxazepin-5(4H)-ones and 1,3-Benzoxazin-4(4H)-ones Switched by Solvents.

Authors:  Qian Chen; Yunpeng Wang; Ruimao Hua
Journal:  Molecules       Date:  2019-10-19       Impact factor: 4.411

6.  Enantiodivergence by minimal modification of an acyclic chiral secondary aminocatalyst.

Authors:  Jun Dai; Zhuang Wang; Yuhua Deng; Lei Zhu; Fangzhi Peng; Yu Lan; Zhihui Shao
Journal:  Nat Commun       Date:  2019-11-15       Impact factor: 14.919

7.  Stereodivergent synthesis of vicinal quaternary-quaternary stereocenters and bioactive hyperolactones.

Authors:  Haifeng Zheng; Yan Wang; Chaoran Xu; Xi Xu; Lili Lin; Xiaohua Liu; Xiaoming Feng
Journal:  Nat Commun       Date:  2018-05-17       Impact factor: 14.919

8.  Lewis acid-catalyzed asymmetric reactions of β,γ-unsaturated 2-acyl imidazoles.

Authors:  Tengfei Kang; Liuzhen Hou; Sai Ruan; Weidi Cao; Xiaohua Liu; Xiaoming Feng
Journal:  Nat Commun       Date:  2020-08-03       Impact factor: 14.919

9.  Enantioselective synthesis of P-chiral tertiary phosphine oxides with an ethynyl group via Cu(i)-catalyzed azide-alkyne cycloaddition.

Authors:  Ren-Yi Zhu; Long Chen; Xiao-Si Hu; Feng Zhou; Jian Zhou
Journal:  Chem Sci       Date:  2019-11-06       Impact factor: 9.825

10.  Enantioselective carbene insertion into the N-H bond of benzophenone imine.

Authors:  Jian Yang; Peiran Ruan; Wei Yang; Xiaoming Feng; Xiaohua Liu
Journal:  Chem Sci       Date:  2019-09-18       Impact factor: 9.825

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