Literature DB >> 25211263

Proof-of-principle direct double cyclisation of a linear C15-precursor to a dibrominated bicyclic medium-ring ether relevant to Laurencia species.

D Christopher Braddock1, Dan-Tiberiu Sbircea.   

Abstract

Bicyclic dibrominated C15 medium-ring ether hexahydrolaureoxanyne was produced directly from an acyclic model C15-epoxide when treated with NBS with water as the solvent.

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Year:  2014        PMID： 25211263     DOI： 10.1039/c4cc06402j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Biosynthesis of the C15-acetogenin laurepoxide may involve bromine-induced skeletal rearrangement of a Δ4-oxocene precursor.

Authors:  Michael T Taylor; Joseph M Fox
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

2.  Synthesis of malhamensilipin A exploiting iterative epoxidation/chlorination: experimental and computational analysis of epoxide-derived chloronium ions.

Authors:  J Saska; W Lewis; R S Paton; R M Denton
Journal:  Chem Sci       Date:  2016-08-02       Impact factor: 9.825

3.  Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis.

Authors:  Adrián Morales-Amador; Caterina R de Vera; Olivia Márquez-Fernández; Antonio Hernández Daranas; José M Padrón; José J Fernández; María L Souto; Manuel Norte
Journal:  Mar Drugs       Date:  2017-12-29       Impact factor: 5.118

4.  Carnitine palmitoyltransferase gene upregulation by linoleic acid induces CD4+ T cell apoptosis promoting HCC development.

Authors:  Zachary J Brown; Qiong Fu; Chi Ma; Michael Kruhlak; Haibo Zhang; Ji Luo; Bernd Heinrich; Su Jong Yu; Qianfei Zhang; Andrew Wilson; Zhen-Dan Shi; Rolf Swenson; Tim F Greten
Journal:  Cell Death Dis       Date:  2018-05-23       Impact factor: 8.469

5.  Forwards and backwards - synthesis of Laurencia natural products using a biomimetic and retrobiomimetic strategy incorporating structural reassignment of laurefurenynes C-F.

Authors:  Hau Sun Sam Chan; Amber L Thompson; Kirsten E Christensen; Jonathan W Burton
Journal:  Chem Sci       Date:  2020-10-08       Impact factor: 9.825
  5 in total

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