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Titre: Synthesis and expansion of bicyclic enol ether: a probable precursor for the synthesis of macrolide (±)-pyrenophorin
Auteur(s): Costa, Maísa Borges
Martins, Marcos P.
Araújo, Hugo Clemente de
Resck, Inês Sabioni
Assunto:: Química orgânica
Antibióticos
Date de publication: 2018
Editeur: Sociedade Brasileira de Química
Référence bibliographique: COSTA, Maísa B. et al. Synthesis and expansion of bicyclic enol ether: a probable precursor for the synthesis of macrolide (±)-pyrenophorin. Journal of the Brazilian Chemical Society, São Paulo, v. 29, n. 1, p. 74-78, jan. 2018. DOI: http://dx.doi.org/10.21577/0103-5053.20170114. Disponível em: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000100074&lng=en&nrm=iso. Acesso em: 16 maio 2019.
Résumé: A convenient procedure for the synthesis and expansion of bicyclic rings has been developed for the production of probable precursors of non-racemic pyrenophorin, an antibiotic dilactone. The major highlight for this new synthetic methodology came from the use of a readily available reagent of easy manipulation, 9-oxabicyclo[3.3.1]nonane-2,6-diol, for the preparation of the bicyclic intermediate, which sequentially was subjected to oxidative cleavage with butyl nitrite resulted in an isomeric mixture, a dioximedilactone and diisoxazoledilactone.
Licença:: (CC BY) - This is an open-access article distributed under the terms of the Creative Commons Attribution License.
DOI: http://dx.doi.org/10.21577/0103-5053.20170114
Collection(s) :Artigos publicados em periódicos e afins

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