Literature DB >> 26745748

Enantioselective Synthesis of Atropisomeric Vinyl Arene Compounds by Palladium Catalysis: A Carbene Strategy.

Jia Feng1, Bin Li1, Yun He1, Zhenhua Gu2.   

Abstract

An efficient palladium-catalyzed asymmetric synthesis of axially chiral vinyl arenes from aryl bromides and hydrazones is reported. The products were easily oxidized to axially chiral biaryl compounds, and the phosphine oxides were readily reduced to phosphine ligands.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biaryls; chirality; enantioselectivity; hydrazones; palladium

Year:  2015        PMID: 26745748     DOI: 10.1002/anie.201509571

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


  9 in total

1.  Z-Selective iridium-catalyzed cross-coupling of allylic carbonates and α-diazo esters.

Authors:  Bryce N Thomas; Patrick J Moon; Shengkang Yin; Alex Brown; Rylan J Lundgren
Journal:  Chem Sci       Date:  2017-10-24       Impact factor: 9.825

2.  Organocatalytic atroposelective synthesis of axially chiral styrenes.

Authors:  Sheng-Cai Zheng; San Wu; Qinghai Zhou; Lung Wa Chung; Liu Ye; Bin Tan
Journal:  Nat Commun       Date:  2017-05-03       Impact factor: 14.919

3.  Rapid Synthesis of N-Tosylhydrazones under Solvent-Free Conditions and Their Potential Application Against Human Triple-Negative Breast Cancer.

Authors:  Zengyang Xie; Yuying Song; Lujia Xu; Yukun Guo; Min Zhang; Limei Li; Kai Chen; Xue Liu
Journal:  ChemistryOpen       Date:  2018-11-21       Impact factor: 2.911

4.  Organocatalytic atroposelective construction of axially chiral arylquinones.

Authors:  Shuai Zhu; Ye-Hui Chen; Yong-Bin Wang; Peiyuan Yu; Shao-Yu Li; Shao-Hua Xiang; Jun-Qi Wang; Jian Xiao; Bin Tan
Journal:  Nat Commun       Date:  2019-09-19       Impact factor: 14.919

5.  Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles.

Authors:  Yu-Long Hu; Zhe Wang; Hui Yang; Jie Chen; Zi-Bo Wu; Yibo Lei; Ling Zhou
Journal:  Chem Sci       Date:  2019-05-20       Impact factor: 9.825

6.  Carbene-catalyzed atroposelective synthesis of axially chiral styrenes.

Authors:  Jia-Lei Yan; Rakesh Maiti; Shi-Chao Ren; Weiyi Tian; Tingting Li; Jun Xu; Bivas Mondal; Zhichao Jin; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2022-01-10       Impact factor: 14.919

7.  Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with N-Tosylhydrazones.

Authors:  Shivashankar Kattela; Carlos Roque D Correia; Abel Ros; Valentín Hornillos; Javier Iglesias-Sigüenza; Rosario Fernández; José M Lassaletta
Journal:  Org Lett       Date:  2022-05-23       Impact factor: 6.072

8.  Asymmetric allylic substitution-isomerization to axially chiral enamides via hydrogen-bonding assisted central-to-axial chirality transfer.

Authors:  Chao Sun; Xiaotian Qi; Xiao-Long Min; Xue-Dan Bai; Peng Liu; Ying He
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

9.  [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines.

Authors:  Liang Ma; Feng Jin; Xionglve Cheng; Suyan Tao; Gangzhong Jiang; Xingxing Li; Jinwei Yang; Xiaoguang Bao; Xiaobing Wan
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825

  9 in total

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