Literature DB >> 15326519

A concise total synthesis of (+)-okaramine C.

Peter R Hewitt1, Ed Cleator, Steven V Ley.   

Abstract

The first total synthesis of (+)-okaramine C is described. Our previously described selenocyclisation-oxidative deselenation sequence was used to establish a 3a-hydroxy-pyrrolo[2,3-b]indole core, which was modified by selective epimerisation to the common pyrrolo[2,3-b]indole of the okaramines. Copyright 2004 The Royal Society of Chemistry

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Year:  2004        PMID: 15326519     DOI: 10.1039/B410180D

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Lewis Acid Catalyzed Displacement of Trichloroacetimidates in the Synthesis of Functionalized Pyrroloindolines.

Authors:  Arijit A Adhikari; John D Chisholm
Journal:  Org Lett       Date:  2016-08-03       Impact factor: 6.005

2.  Enantioselective Synthesis of Pyrroloindolines via Noncovalent Stabilization of Indole Radical Cations and Applications to the Synthesis of Alkaloid Natural Products.

Authors:  Emily C Gentry; Lydia J Rono; Martina E Hale; Rei Matsuura; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2018-02-21       Impact factor: 15.419

3.  Enantioselective total syntheses of plectosphaeroic acids B and C.

Authors:  Salman Y Jabri; Larry E Overman
Journal:  J Org Chem       Date:  2013-08-27       Impact factor: 4.354

4.  Oxaziridine-mediated oxyamination of indoles: an approach to 3-aminoindoles and enantiomerically enriched 3-aminopyrroloindolines.

Authors:  Tamas Benkovics; Ilia A Guzei; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-22       Impact factor: 15.336

5.  GluCl a target of indole alkaloid okaramines: a 25 year enigma solved.

Authors:  Shogo Furutani; Yuri Nakatani; Yuka Miura; Makoto Ihara; Kenji Kai; Hideo Hayashi; Kazuhiko Matsuda
Journal:  Sci Rep       Date:  2014-08-26       Impact factor: 4.379

6.  Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives.

Authors:  Qiang Wei; Ya-Yi Wang; Yu-Liu Du; Liu-Zhu Gong
Journal:  Beilstein J Org Chem       Date:  2013-08-01       Impact factor: 2.883

  6 in total

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