Literature DB >> 12916996

Synthesis of the tetracyclic core of anthracycline antibiotics by an intramolecular dehydro Diels-Alder approach.

David Rodríguez1, Luis Castedo, Domingo Domínguez, Carlos Saá.   

Abstract

[reaction: see text] A conceptually new approach to the tetracyclic core of the anthracycline antibiotics is reported. With use of this approach, the 7,8,9,10-tetrahydronaphthacene-5,12-dione skeleton has been synthesized in three steps, from commercially available reagents, in yields of up to 85%.

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Year:  2003        PMID: 12916996     DOI: 10.1021/ol035168e

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


  2 in total

1.  Anionic sigmatropic-electrocyclic-Chugaev cascades: accessing 12-aryl-5-(methylthiocarbonylthio)tetracenes and a related anthra[2,3-b]thiophene.

Authors:  Laurence Burroughs; John Ritchie; Mkhethwa Ngwenya; Dilfaraz Khan; William Lewis; Simon Woodward
Journal:  Beilstein J Org Chem       Date:  2015-02-20       Impact factor: 2.883

2.  Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions.

Authors:  Markus Leibeling; Daniel B Werz
Journal:  Beilstein J Org Chem       Date:  2013-10-24       Impact factor: 2.883

  2 in total

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