Literature DB >> 14599007

A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-diones.

Steven V Ley1, Ed Cleator, Peter R Hewitt.   

Abstract

A two-step selenocyclisation-oxidative deselenaton sequence was used to establish the 3a-hydroxy-pyrrolo[2,3-b]indole core; these tricycles were used as effective precursors to 10b-hydroxy-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-diones.

Entities:  

Year:  2003        PMID: 14599007     DOI: 10.1039/b308288a

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


  4 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.  Fluorous Synthesis of Hydantoin-, Piperazinedione-, and Benzodiazepinedione-Fused Tricyclic and Tetracyclic Ring Systems.

Authors:  Wei Zhang; Yimin Lu; Christine Hiu-Tung Chen; Dennis P Curran; Steven Geib
Journal:  European J Org Chem       Date:  2006

4.  Fluorous parallel synthesis of a piperazinedione-fused tricyclic compound library.

Authors:  Stefan Werner; Simon D Nielsen; Peter Wipf; David M Turner; Peter G Chambers; Steven J Geib; Dennis P Curran; Wei Zhang
Journal:  J Comb Chem       Date:  2009 May-Jun
  4 in total

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