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Asymmetric Alkynylation of ß-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes.
Companys, Simon; Peixoto, Philippe A; Bosset, Cyril; Chassaing, Stefan; Miqueu, Karinne; Sotiropoulos, Jean-Marc; Pouységu, Laurent; Quideau, Stéphane.
Afiliação
  • Companys S; Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 3, 3405, Talence Cedex, France.
  • Peixoto PA; Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 3, 3405, Talence Cedex, France.
  • Bosset C; Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 3, 3405, Talence Cedex, France.
  • Chassaing S; ITAV, Univ. Toulouse, CNRS, UPS, 31106, Toulouse, France.
  • Miqueu K; Univ. Pau et Pays de l'Adour, IPREM (CNRS-UMR 5254), Hélioparc, 2 avenue Pierre Angot, 64053, Pau Cedex 09, France.
  • Sotiropoulos JM; Univ. Pau et Pays de l'Adour, IPREM (CNRS-UMR 5254), Hélioparc, 2 avenue Pierre Angot, 64053, Pau Cedex 09, France.
  • Pouységu L; Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 3, 3405, Talence Cedex, France.
  • Quideau S; Univ. Bordeaux, ISM (CNRS-UMR 5255), 351 cours de la Libération, 3, 3405, Talence Cedex, France.
Chemistry ; 23(54): 13309-13313, 2017 Sep 27.
Article em En | MEDLINE | ID: mdl-28715080
ABSTRACT
The preparation of new chiral biphenylic λ3 -iodane reagents bearing transferable alkynyl ligands is described. These reagents transfer their carbon-based ligands onto ß-ketoesters with an enantiomeric excess (ee) up to 68 %, and most remarkably, enable the dearomative alkynylation of naphthols in good to high yields up to 84 % ee.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2017 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2017 Tipo de documento: Article