Literature DB >> 25706658

A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C-H functionalization.

Andrew K Pitts1, Fionn O'Hara, Robert H Snell, Matthew J Gaunt.   

Abstract

A sequential CH functionalization strategy for the synthesis of the marine alkaloid dictyodendrin B is reported. Our synthesis begins from commercially available 4-bromoindole and involves six direct functionalizations around the heteroarene core as part of a gram-scale strategy towards the natural product.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH functionalization; flow chemistry; metal catalysis; natural products; total synthesis

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Substances：

Year:  2015        PMID： 25706658     DOI： 10.1002/anie.201500067

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  5 in total

1.  A Concise Total Synthesis of Dictyodendrins F, H, and I Using Aryl Ynol Ethers as Key Building Blocks.

Authors:  Wenhan Zhang; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2016-08-11       Impact factor: 15.419

2.  Synthesis of Functionalized Dihydrobenzofurans by Direct Aryl C-O Bond Formation under Mild Conditions.

Authors:  Joseph Alvarado; Jeremy Fournier; Armen Zakarian
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-18       Impact factor: 15.336

3.  Direct C7 Functionalization of Tryptophan. Synthesis of Methyl (S)-2-((tert-Butoxycarbonyl)amino)-3-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate.

Authors:  Kazuma Amaike; Richard P Loach; Mohammad Movassaghi
Journal:  Organic Synth       Date:  2015

Review 4.  Advancing the Logic of Chemical Synthesis: C-H Activation as Strategic and Tactical Disconnections for C-C Bond Construction.

Authors:  Nelson Y S Lam; Kevin Wu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-04       Impact factor: 16.823

5.  Blueberry Metabolites Attenuate Lipotoxicity-Induced Endothelial Dysfunction.

Authors:  Divya Bharat; Rafaela Ramos Mororo Cavalcanti; Chrissa Petersen; Nathan Begaye; Brett Ronald Cutler; Marcella Melo Assis Costa; Renata Kelly Luna Gomes Ramos; Marina Ramos Ferreira; Youyou Li; Leena P Bharath; Emma Toolson; Paul Sebahar; Ryan E Looper; Thunder Jalili; Namakkal S Rajasekaran; Zhenquan Jia; J David Symons; Pon Velayutham Anandh Babu
Journal:  Mol Nutr Food Res       Date:  2017-12-14       Impact factor: 6.575
  5 in total

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