Literature DB >> 23786419

Total synthesis of spirobacillene A.

William P Unsworth1, James D Cuthbertson, Richard J K Taylor.   

Abstract

The first total synthesis of spirobacillene A, an indole alkaloid isolated from Lysinibacillus fusiformis, is reported. A Lewis acid mediated spirocyclization of an anisole derivative onto a tethered ynone was used as a key step, drawing inspiration from a potential biosynthesis of the natural product.

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Year:  2013        PMID: 23786419     DOI: 10.1021/ol4013958

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


  7 in total

Review 1.  Spirocyclic derivatives as antioxidants: a review.

Authors:  Karen Acosta-Quiroga; Cristian Rojas-Peña; Luz Stella Nerio; Margarita Gutiérrez; Efraín Polo-Cuadrado
Journal:  RSC Adv       Date:  2021-06-21       Impact factor: 4.036

2.  Lewis Acid-Promoted Enantioselective Dearomative Spirocyclizations of Allenes.

Authors:  Sergei Tcyrulnikov; John M Curto; Philip H Gilmartin; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2018-09-05       Impact factor: 4.354

3.  Studies Towards the Leucetta-derived Alkaloids Spirocalcaridine A and B - Possible Biosynthetic Implications.

Authors:  Panduka B Koswatta; Jayanta Das; Muhammed Yousufuddin; Carl J Lovely
Journal:  European J Org Chem       Date:  2015-04

4.  Reaction of FcC[triple bond, length as m-dash]CC(O)R (Fc = ferrocenyl) with Ru3(CO)12 leading to unexpected nitro-group reduced ruthenoles and 1,2-CO-inserted triruthenium clusters.

Authors:  Lei Xu; Liping Jiang; Shasha Li; Guofang Zhang; Weiqiang Zhang; Ziwei Gao
Journal:  RSC Adv       Date:  2018-07-16       Impact factor: 4.036

5.  A Thiol-Mediated Three-Step Ring Expansion Cascade for the Conversion of Indoles into Functionalized Quinolines.

Authors:  Nantachai Inprung; Michael J James; Richard J K Taylor; William P Unsworth
Journal:  Org Lett       Date:  2021-03-01       Impact factor: 6.005

6.  Catalyst-Driven Scaffold Diversity: Selective Synthesis of Spirocycles, Carbazoles and Quinolines from Indolyl Ynones.

Authors:  John T R Liddon; Michael J James; Aimee K Clarke; Peter O'Brien; Richard J K Taylor; William P Unsworth
Journal:  Chemistry       Date:  2016-05-19       Impact factor: 5.236

7.  A new strategy for hit generation: Novel in cellulo active inhibitors of CYP121A1 from Mycobacterium tuberculosis via a combined X-ray crystallographic and phenotypic screening approach (XP screen).

Authors:  Martyn Frederickson; Irwin R Selvam; Dimitrios Evangelopoulos; Kirsty J McLean; Mona M Katariya; Richard B Tunnicliffe; Bethany Campbell; Madeline E Kavanagh; Sitthivut Charoensutthivarakul; Richard T Blankley; Colin W Levy; Luiz Pedro S de Carvalho; David Leys; Andrew W Munro; Anthony G Coyne; Chris Abell
Journal:  Eur J Med Chem       Date:  2022-01-11       Impact factor: 6.514

  7 in total

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