Literature DB >> 30463406

Enantioselective Construction of Vicinal Diaxial Styrenes and Multiaxis System via Organocatalysis.

Yu Tan1, Shiqi Jia1, Fangli Hu1, Yidong Liu1, Lei Peng1, Dongmei Li1, Hailong Yan1.   

Abstract

A highly diastereo- and enantioselective methodology for the asymmetric synthesis of vicinal diaxial styrenes and multiaxis system was achieved by organocatalysis. Various vicinal diaxial styrenes and multiaxis systems were obtained in excellent enantioselective manners. The mechanism studies revealed that a new tetra-substituted vinylidene ortho-quinone methide (VQM) intermediate was likely involved and accounted for the excellent enantioselectivity.

Entities:  

Year:  2018        PMID： 30463406     DOI： 10.1021/jacs.8b09893

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


  8 in total

1.  Catalytic Dynamic Kinetic Resolutions in Tandem to Construct Two-Axis Terphenyl Atropisomers.

Authors:  Omar M Beleh; Edward Miller; F Dean Toste; Scott J Miller
Journal:  J Am Chem Soc       Date:  2020-09-14       Impact factor: 15.419

2.  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

3.  Crystal structure of bis(μ-{2-[(5-bromo-2-oxido-benzyl-idene)amino]-eth-yl}sulfanido-κ3 N,O,S){2,2'-[(3,4-di-thia-hexane-1,6-di-yl)bis-(nitrilo-methanylyl-idene)]bis-(4-bromo-phenolato)-κ4 O,N,N',O'}dicobalt(III) di-methyl-formamide monosolvate.

Authors:  Julia A Rusanova; Vladimir N Kokozay; Olena Bondarenko
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-05-24

4.  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

5.  Organocatalytic atroposelective construction of axially chiral N, N- and N, S-1,2-azoles through novel ring formation approach.

Authors:  Yu Chang; Chuandong Xie; Hong Liu; Shengli Huang; Pengfei Wang; Wenling Qin; Hailong Yan
Journal:  Nat Commun       Date:  2022-04-11       Impact factor: 14.919

6.  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

7.  Transient-axial-chirality controlled asymmetric rhodium-carbene C(sp2)-H functionalization for the synthesis of chiral fluorenes.

Authors:  Kuiyong Dong; Xing Fan; Chao Pei; Yang Zheng; Sailan Chang; Ju Cai; Lihua Qiu; Zhi-Xiang Yu; Xinfang Xu
Journal:  Nat Commun       Date:  2020-05-12       Impact factor: 14.919

8.  Bidirectional enantioselective synthesis of bis-benzofuran atropisomeric oligoarenes featuring two distal C-C stereogenic axes.

Authors:  Xiaoze Bao; Jean Rodriguez; Damien Bonne
Journal:  Chem Sci       Date:  2019-11-20       Impact factor: 9.825
  8 in total

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