Literature DB >> 25778786

Organocatalytic atroposelective formal Diels-Alder desymmetrization of N-arylmaleimides.

Florine Eudier1,2, Paolo Righi1, Andrea Mazzanti1, Alessia Ciogli3, Giorgio Bencivenni1.   

Abstract

The atroposelective desymmetrization of N-arylmaleimides was realized by means of a primary amine catalyzed Diels-Alder reaction of enones. The chiral axis as new element of chirality is generated under the remote control of the catalyst that selectively drives the formal Diels-Alder reaction through an exclusive stereochemical outcome.

Entities:  

Year:  2015        PMID: 25778786     DOI: 10.1021/acs.orglett.5b00509

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles.

Authors:  Lei Zhang; Shao-Hua Xiang; Jun Joelle Wang; Jian Xiao; Jun-Qi Wang; Bin Tan
Journal:  Nat Commun       Date:  2019-02-04       Impact factor: 14.919

Review 2.  Construction of Non-Biaryl Atropisomeric Amide Scaffolds Bearing a C-N Axis via Enantioselective Catalysis.

Authors:  Xiao Xiao; Biao Chen; Yi-Ping Yao; Hai-Jie Zhou; Xu Wang; Neng-Zhong Wang; Fen-Er Chen
Journal:  Molecules       Date:  2022-10-04       Impact factor: 4.927

3.  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

4.  Stereospecific Si-C coupling and remote control of axial chirality by enantioselective palladium-catalyzed hydrosilylation of maleimides.

Authors:  Xing-Wei Gu; Yu-Li Sun; Jia-Le Xie; Xing-Ben Wang; Zheng Xu; Guan-Wu Yin; Li Li; Ke-Fang Yang; Li-Wen Xu
Journal:  Nat Commun       Date:  2020-06-09       Impact factor: 14.919

  4 in total

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