Literature DB >> 12889918

Solid-phase total synthesis of the pentacyclic system lamellarins U and L.

Pablo Cironi1, Ignacio Manzanares, Fernando Albericio, Mercedes Alvarez.   

Abstract

[reaction: see text] A total solid-phase synthesis of lamellarins U and L has been achieved. The conversion of an aldehyde group into a formate by a Baeyer-Villiger reaction and a intramolecular [3 + 2] cycloaddition of a 3,4-dihydroisoquinolinium salt over a triple bond comprise the key steps of the process. Each transformation has been controlled with the proper spectroscopic and analytical methods.

Entities:  

Year:  2003        PMID: 12889918     DOI: 10.1021/ol0351192

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


  6 in total

1.  1H NMR spectroscopy with internal and external standards for the quantification of libraries.

Authors:  Pablo Cironi; Mercedes Alvarez; Fernando Albericio
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

Review 2.  Recent advances in 1,3-dipolar cycloaddition reactions on solid supports.

Authors:  Kirsi Harju; Jari Yli-Kauhaluoma
Journal:  Mol Divers       Date:  2005       Impact factor: 2.943

Review 3.  Lamellarins and related pyrrole-derived alkaloids from marine organisms.

Authors:  Hui Fan; Jiangnan Peng; Mark T Hamann; Jin-Feng Hu
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

4.  Bioactive marine drugs and marine biomaterials for brain diseases.

Authors:  Clara Grosso; Patrícia Valentão; Federico Ferreres; Paula B Andrade
Journal:  Mar Drugs       Date:  2014-05-02       Impact factor: 5.118

Review 5.  Synthetic approaches to the lamellarins--a comprehensive review.

Authors:  Dennis Imbri; Johannes Tauber; Till Opatz
Journal:  Mar Drugs       Date:  2014-12-18       Impact factor: 5.118

6.  Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/[3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal.

Authors:  Carlos Vila; Jonathan Lau; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2014-05-27       Impact factor: 2.883

  6 in total

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