Literature DB >> 17352486

Domino metathesis of 3,6-dihydro-1,2-oxazine: access to isoxazolo[2,3-a]pyridin-7-ones.

Géraldine Calvet1, Nicolas Blanchard, Cyrille Kouklovsky.   

Abstract

[reaction: see text] Strained bicyclic 3,6-dihydro-1,2-oxazine is a reactive substrate in domino metathesis with an external alkene. This general transformation leads to isoxazolo[2,3-a]pyridin-7-one, a versatile scaffold combining chemical functions that could be selectively oxidized or reduced. The synthetic relevance of these domino metathesis products is demonstrated by a straightforward synthesis of a quinolizinone.

Entities:  

Year:  2007        PMID: 17352486     DOI: 10.1021/ol0702066

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


  3 in total

Review 1.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

2.  Solid-Phase Synthesis of ɤ-Lactone and 1,2-Oxazine Derivatives and Their Efficient Chiral Analysis.

Authors:  Sona Krupkova; Gonzalo Pazos Aguete; Leona Kocmanova; Tereza Volna; Martin Grepl; Lucie Novakova; Marvin John Miller; Jan Hlavac
Journal:  PLoS One       Date:  2016-11-28       Impact factor: 3.240

3.  Domino ring-opening-ring-closing enyne metathesis vs enyne metathesis of norbornene derivatives with alkynyl side chains. Construction of condensed polycarbocycles.

Authors:  Ritabrata Datta; Subrata Ghosh
Journal:  Beilstein J Org Chem       Date:  2018-10-25       Impact factor: 2.883

  3 in total

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