Literature DB >> 16872220

Synthesis of (+)-spirolaxine methyl ether.

Raffaella Nannei1, Sabrina Dallavalle, Lucio Merlini, Adriana Bava, Gianluca Nasini.   

Abstract

A short and efficient synthesis of (+)-spirolaxine methyl ether, a metabolite of the fungus Sporotrichum laxum with inhibitory activity against Helicobacter pylori, is described. The synthesis has been carried out by a Prins cyclization, to obtain the [6,5]-spiroketal system, and a Wadsworth-Emmons condensation, applied for the installation of the polymethylene chain on the phthalide moiety.

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Year:  2006        PMID: 16872220     DOI: 10.1021/jo060839i

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Preparation of Fluorinated Tetrahydropyrans and Piperidines using a New Nucleophilic Fluorination Reagent DMPU/HF.

Authors:  Otome E Okoromoba; Gerald B Hammond; Bo Xu
Journal:  Org Lett       Date:  2015-08-11       Impact factor: 6.005

Review 2.  Asymmetric synthesis of naturally occurring spiroketals.

Authors:  B Rama Raju; Anil K Saikia
Journal:  Molecules       Date:  2008-08-28       Impact factor: 4.411

3.  (±)-3-(5-Amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-benzo-furan-1(3H)-one.

Authors:  Rodolfo Moreno-Fuquen; Juan C Castillo; Rodrigo Abonia; Javier Ellena; Juan C Tenorio
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-06-29
  3 in total

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