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A Fries-Type Rearrangement Strategy for the Construction of Stereodefined Quaternary Pseudoanomeric Centers: An Entry into C-Naphthyl Ketosides.
Liu, Haijuan; Lang, Mylène; Hazelard, Damien; Compain, Philippe.
Afiliação
  • Liu H; Laboratoire d'Innovation Moléculaire et Applications (LIMA), Univ. de Strasbourg | Univ. de Haute-Alsace | CNRS (UMR 7042), Equipe de Synthèse Organique et Molécules Bioactives (SYBIO), ECPM, 25 Rue Becquerel, 67000 Strasbourg, France.
  • Lang M; Laboratoire d'Innovation Moléculaire et Applications (LIMA), Univ. de Strasbourg | Univ. de Haute-Alsace | CNRS (UMR 7042), Equipe de Synthèse Organique et Molécules Bioactives (SYBIO), ECPM, 25 Rue Becquerel, 67000 Strasbourg, France.
  • Hazelard D; Laboratoire d'Innovation Moléculaire et Applications (LIMA), Univ. de Strasbourg | Univ. de Haute-Alsace | CNRS (UMR 7042), Equipe de Synthèse Organique et Molécules Bioactives (SYBIO), ECPM, 25 Rue Becquerel, 67000 Strasbourg, France.
  • Compain P; Laboratoire d'Innovation Moléculaire et Applications (LIMA), Univ. de Strasbourg | Univ. de Haute-Alsace | CNRS (UMR 7042), Equipe de Synthèse Organique et Molécules Bioactives (SYBIO), ECPM, 25 Rue Becquerel, 67000 Strasbourg, France.
J Org Chem ; 88(19): 13847-13856, 2023 Oct 06.
Article em En | MEDLINE | ID: mdl-37734008
The stereodefined construction of quaternary pseudoanomeric centers by way of a BF3·Et2O-catalyzed, Fries-type rearrangement of O-ketosides is described. This method provides new access to C-naphthyl ketosides related to biologically relevant products with good to complete stereocontrol in favor of the ß product.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2023 Tipo de documento: Article
Texto completo
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XML
PubMed Links
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2023 Tipo de documento: Article