Literature DB >> 12120299

Asymmetric deprotonation and dearomatising cyclisation of N-benzyl benzamides using chiral lithium amides: formal synthesis of (-)-kainic acid.

Jonathan Clayden1, Christel J Menet, Darren J Mansfield.   

Abstract

Chiral lithium amides deprotonate N-benzyl benzamides enantioselectively, initiating an asymmetric dearomatising cyclisation to enantiomerically enriched isoindolinones.

Entities:  

Year:  2002        PMID： 12120299     DOI： 10.1039/b109188c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  2 in total

1.  Fused bicyclic piperidines and dihydropyridines by dearomatising cyclisation of the enolates of nicotinyl-substituted esters and ketones.

Authors:  Heloise Brice; Jonathan Clayden; Stuart D Hamilton
Journal:  Beilstein J Org Chem       Date:  2010-03-02       Impact factor: 2.883

2.  Enantioselective one-carbon expansion of aromatic rings by simultaneous formation and chromoselective irradiation of a transient coloured enolate.

Authors:  Rakesh K Saunthwal; James Mortimer; Andrew J Orr-Ewing; Jonathan Clayden
Journal:  Chem Sci       Date:  2022-01-25       Impact factor: 9.825
  2 in total

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