Literature DB >> 15625000

Radical cyclization approach to spirocyclohexadienones.

Felix González-López de Turiso1, Dennis P Curran.   

Abstract

Cyclization of an aryl radical at the ipso position of a p-O-aryl-substituted acetamide or benzamide generates oxindoles or quinolones bearing spirocyclohexadienone rings. This versatile reaction is applied to formal syntheses of the vasopressin inhibitor SR121463A and aza-galanthamine.

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Year:  2005        PMID: 15625000     DOI: 10.1021/ol0477226

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


  5 in total

1.  Diastereo- and enantioselective copper-catalyzed intramolecular carboamination of alkenes for the synthesis of hexahydro-1H-benz[f]indoles.

Authors:  Lei Miao; Imranul Haque; Maria R Manzoni; Weng Siong Tham; Sherry R Chemler
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

Review 2.  Chemical and biological aspects of Narcissus alkaloids.

Authors:  Jaume Bastida; Rodolfo Lavilla; Francesc Viladomat
Journal:  Alkaloids Chem Biol       Date:  2006

3.  Synthesis of highly enantioenriched 3,4-dihydroquinolin-2-ones by 6-exo-trig radical cyclizations of axially chiral alpha-halo-ortho-alkenyl anilides.

Authors:  David B Guthrie; Steven J Geib; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2009-10-28       Impact factor: 15.419

4.  The Intramolecular Asymmetric Allylation of Aldehydes via Organo-SOMO Catalysis: A Novel Approach to Ring Construction.

Authors:  Phong V Pham; Kate Ashton; David W C Macmillan
Journal:  Chem Sci       Date:  2011-05-19       Impact factor: 9.825

5.  A construction of 4,4-spirocyclic γ-lactams by tandem radical cyclization with carbon monoxide.

Authors:  Mitsuhiro Ueda; Yoshitaka Uenoyama; Nozomi Terasoma; Shoko Doi; Shoji Kobayashi; Ilhyong Ryu; John A Murphy
Journal:  Beilstein J Org Chem       Date:  2013-07-05       Impact factor: 2.883

  5 in total

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