Literature DB >> 12443057

Free radical-mediated vinyl amination: access to N,N-dialkyl enamines and their beta-stannyl and beta-thio derivatives.

Erode N Prabhakaran1, Benjamin M Nugent, Amie L Williams, Kristen E Nailor, Jeffrey N Johnston.   

Abstract

[reaction: see text] The first examples of free radical-mediated vinyl amination are described by nonconventional vinyl radical addition to azomethine nitrogen. This new vinyl amination protocol is mild and provides convenient synthetic access to nonstabilized N,N-dialkyl enamines and tandem bond-forming processes.

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Year:  2002        PMID： 12443057     DOI： 10.1021/ol027064u

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


  6 in total

1.  Total synthesis of the Lycopodium alkaloid serratezomine A using free radical-mediated vinyl amination to prepare a β-stannyl enamine linchpin.

Authors:  Julie A Pigza; Jeong-Seok Han; Aroop Chandra; Daniel Mutnick; Maren Pink; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2012-12-28       Impact factor: 4.354

2.  Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.

Authors:  Hua Yang; Rich G Carter
Journal:  J Org Chem       Date:  2010-08-06       Impact factor: 4.354

3.  Total synthesis of the lycopodium alkaloid (+)-serratezomine A.

Authors:  Aroop Chandra; Julie A Pigza; Jeong-Seok Han; Daniel Mutnick; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2009-03-18       Impact factor: 15.419

4.  Indole synthesis: a review and proposed classification.

Authors:  Douglass F Taber; Pavan K Tirunahari
Journal:  Tetrahedron       Date:  2011-09-23       Impact factor: 2.457

5.  Synthesis of the ABC- and D-ring systems of the indole alkaloid ambiguine G.

Authors:  Aroop Chandra; Rajesh Viswanathan; Jeffrey N Johnston
Journal:  Org Lett       Date:  2007-11-02       Impact factor: 6.005

6.  Free radical-mediated aryl amination: convergent two- and three-component couplings to chiral 2,3-disubstituted indolines.

Authors:  Rajesh Viswanathan; Colin R Smith; Erode N Prabhakaran; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2008-03-20       Impact factor: 4.198
  6 in total

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