Literature DB >> 11925248

Decarbonylative radical cyclization of alpha-amino selenoesters upon electrophilic alkenes. A general method for the 6-azabicyclo[3.2.1]octane synthesis.

Josefina Quirante1, Xavier Vila, Carmen Escolano, Josep Bonjoch.   

Abstract

alpha-Amino selenoester-tethered electronically poor alkenes on treatment with tributyltin hydride or TTMSS undergo intramolecular radical cyclization to provide 6-azabicyclo[3.2.1]octanes through 1-aminomethyl radical intermediates.

Entities:  

Year:  2002        PMID: 11925248     DOI: 10.1021/jo0163849

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Stereoselective cascade reactions that incorporate a 7-exo acyl radical cyclization.

Authors:  Seth W Grant; Koudi Zhu; Yu Zhang; Steven L Castle
Journal:  Org Lett       Date:  2006-04-27       Impact factor: 6.005

2.  6-Azabicyclo[3.2.1]octanes Via Copper-Catalyzed Enantioselective Alkene Carboamination.

Authors:  Barbara J Casavant; Azade S Hosseini; Sherry R Chemler
Journal:  Adv Synth Catal       Date:  2014-08-11       Impact factor: 5.837

  2 in total

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