Literature DB >> 16524277

Stereoselective synthesis of axially chiral N-C bonds in N-aryl indoles.

Ken Kamikawa1, Shunsuke Kinoshita, Hiroyuki Matsuzaka, Motokazu Uemura.   

Abstract

[reaction: see text] N-Aryl indoles with axially chiral N-C bonds were synthesized by stereoselective nucleophilic aromatic substitution reactions of planar chiral arene chromium complexes. Stereoselective chromium tricarbonyl migration was achieved in the sterically hindered N-aryl indole chromium complex by refluxing in toluene.

Entities:  

Year:  2006        PMID: 16524277     DOI: 10.1021/ol0529997

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


  4 in total

1.  The enantiomeric scaffold approach to highly functionalized 1-oxadecalines: enantio- and regiocontrolled [4 + 2] cycloadditions of 5-alkenyl-eta3-pyranylmolybdenum complexes.

Authors:  Ramón Gómez Arrayás; Jingjun Yin; Lanny S Liebeskind
Journal:  J Am Chem Soc       Date:  2007-02-14       Impact factor: 15.419

Review 2.  C4-H indole functionalisation: precedent and prospects.

Authors:  Jagadeesh Kalepu; Parthasarathy Gandeepan; Lutz Ackermann; Lukasz T Pilarski
Journal:  Chem Sci       Date:  2018-04-20       Impact factor: 9.825

3.  Highly atroposelective synthesis of nonbiaryl naphthalene-1,2-diamine N-C atropisomers through direct enantioselective C-H amination.

Authors:  He-Yuan Bai; Fu-Xin Tan; Tuan-Qing Liu; Guo-Dong Zhu; Jin-Miao Tian; Tong-Mei Ding; Zhi-Min Chen; Shu-Yu Zhang
Journal:  Nat Commun       Date:  2019-07-11       Impact factor: 14.919

Review 4.  Asymmetric Synthesis of Axially Chiral C-N Atropisomers.

Authors:  Patricia Rodríguez-Salamanca; Rosario Fernández; Valentín Hornillos; José M Lassaletta
Journal:  Chemistry       Date:  2022-03-25       Impact factor: 5.020

  4 in total

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