Literature DB >> 23214916

Long-range anion relay chemistry (LR-ARC): a validated ARC tactic.

Luis Sanchez1, Amos B Smith.   

Abstract

The design, synthesis, and validation of linchpins for Anion Relay Chemistry (ARC) capable of iterative silyl group migrations have been achieved. This tactic permits "long-range" relocation of negative charge across space, to generate reactive distal nucleophilic centers for both alkylation and palladium-catalyzed coupling reactions.

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Year:  2012        PMID： 23214916      PMCID： PMC3528832          DOI： 10.1021/ol303080h

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


  15 in total

1.  Domino Reactions in Organic Synthesis.

Authors:  Lutz F. Tietze
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  An enantioselective synthesis of benzylidene-protected syn-3,5-dihydroxy carboxylate esters via osmium, palladium, and base catalysis.

Authors:  T J Hunter; G A O'Doherty
Journal:  Org Lett       Date:  2001-04-05       Impact factor: 6.005

3.  Toward a total synthesis of peloruside A: enantioselective preparation of the C8-C19 region.

Authors:  Richard E Taylor; Meizhong Jin
Journal:  Org Lett       Date:  2003-12-25       Impact factor: 6.005

4.  Cross-coupling reactions through the intramolecular activation of alkyl(triorgano)silanes.

Authors:  Yoshiaki Nakao; Masahide Takeda; Takuya Matsumoto; Tamejiro Hiyama
Journal:  Angew Chem Int Ed Engl       Date:  2010-06-14       Impact factor: 15.336

5.  The [1,5]-Brook rearrangement: an initial application in anion relay chemistry.

Authors:  Amos B Smith; Ming Xian; Won-Suk Kim; Dae-Shik Kim
Journal:  J Am Chem Soc       Date:  2006-09-27       Impact factor: 15.419

6.  Diversity-oriented synthesis leads to an effective class of bifunctional linchpins uniting anion relay chemistry (ARC) with benzyne reactivity.

Authors:  Amos B Smith; Won-Suk Kim
Journal:  Proc Natl Acad Sci U S A       Date:  2011-01-18       Impact factor: 11.205

7.  Diversity-oriented synthesis of 2,4,6-trisubstituted piperidines via type II anion relay chemistry.

Authors:  Amos B Smith; Heeoon Han; Won-Suk Kim
Journal:  Org Lett       Date:  2011-06-06       Impact factor: 6.005

8.  Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: an entry to tetraorganosilicon reagents for the silicon-based cross-coupling reaction.

Authors:  Yoshiaki Nakao; Hidekazu Imanaka; Akhila K Sahoo; Akira Yada; Tamejiro Hiyama
Journal:  J Am Chem Soc       Date:  2005-05-18       Impact factor: 15.419

9.  Unification of anion relay chemistry with the Takeda and Hiyama cross-coupling reactions: identification of an effective silicon-based transfer agent.

Authors:  Amos B Smith; Adam T Hoye; Dionicio Martinez-Solorio; Won-Suk Kim; Rongbiao Tong
Journal:  J Am Chem Soc       Date:  2012-02-29       Impact factor: 15.419

10.  Gram-scale synthesis of (+)-spongistatin 1: development of an improved, scalable synthesis of the F-ring subunit, fragment union, and final elaboration.

Authors:  Amos B Smith; Takashi Tomioka; Christina A Risatti; Jeffrey B Sperry; Chris Sfouggatakis
Journal:  Org Lett       Date:  2008-08-28       Impact factor: 6.005
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  2 in total

1.  Anion Relay Chemistry: Development of an Effective Diastereoselective [3+2] Annulation Tactic Exploiting an Aldol/Brook Rearrangement/Cyclization Cascade.

Authors:  Heeoon Han; Amos B Smith
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-10       Impact factor: 15.336

2.  Total Synthesis of (-)-Secu'amamine A Exploiting Type II Anion Relay Chemistry.

Authors:  Heeoon Han; Amos B Smith
Journal:  Org Lett       Date:  2015-08-20       Impact factor: 6.005
  2 in total

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