Literature DB >> 26348647

Total Synthesis of (±)-Goniomitine via Radical Translocation.

Jessica K Vellucci1, Christopher M Beaudry1.   

Abstract

The aspidosperma alkaloid goniomitine was synthesized in six steps from 2-ethyl-δ-valerolactam. The convergent strategy features an Ullman coupling to assemble the required carbon atoms. A complexity-generating radical translocation reaction was used to build the indole architecture.

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Year:  2015        PMID： 26348647     DOI： 10.1021/acs.orglett.5b02277

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


  4 in total

1.  A FISCHER INDOLIZATION STRATEGY TOWARD THE TOTAL SYNTHESIS OF (-)-GONIOMITINE.

Authors:  Beau P Pritchett; Jun Kikuchi; Yoshitaka Numajiri; Brian M Stoltz
Journal:  Heterocycles       Date:  2017-02-15       Impact factor: 0.831

2.  Enantioselective Pd-Catalyzed Allylic Alkylation Reactions of Dihydropyrido[1,2-a]indolone Substrates: Efficient Syntheses of (-)-Goniomitine, (+)-Aspidospermidine, and (-)-Quebrachamine.

Authors:  Beau P Pritchett; Jun Kikuchi; Yoshitaka Numajiri; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2016-09-26       Impact factor: 15.336

3.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

4.  Expeditious synthesis of the fused hexacycle of puberuline C via a radical-based cyclization/translocation/cyclization process.

Authors:  Koichi Hagiwara; Toshiki Tabuchi; Daisuke Urabe; Masayuki Inoue
Journal:  Chem Sci       Date:  2016-03-18       Impact factor: 9.825
  4 in total

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