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Assembly of the Entire Carbon Backbone of a Stereoisomer of the Antitumor Marine Natural Product Hemicalide.
Lecourt, Camille; Dhambri, Sabrina; Yamani, Khalil; Boissonnat, Guillaume; Specklin, Simon; Fleury, Etienne; Hammad, Karim; Auclair, Eric; Sablé, Serge; Grondin, Antonio; Arimondo, Paola B; Sautel, François; Massiot, Georges; Meyer, Christophe; Cossy, Janine; Sorin, Geoffroy; Lannou, Marie-Isabelle; Ardisson, Janick.
Afiliación
  • Lecourt C; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
  • Dhambri S; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Yamani K; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
  • Boissonnat G; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Specklin S; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Fleury E; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Hammad K; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
  • Auclair E; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
  • Sablé S; Sanofi R&D, Centre de Recherche de Vitry-Alfortville, 13 quai Jules Guesde, 94403, Vitry-sur-Seine Cedex, France.
  • Grondin A; Sanofi R&D, Centre de Recherche de Vitry-Alfortville, 13 quai Jules Guesde, 94403, Vitry-sur-Seine Cedex, France.
  • Arimondo PB; Pharmacochimie de la Régulation Epigénétique du Cancer (ETac), CNRS-Pierre Fabre (USR3388), 3 avenue Hubert Curien, 31035, Toulouse Cedex 01, France.
  • Sautel F; Pharmacochimie de la Régulation Epigénétique du Cancer (ETac), CNRS-Pierre Fabre (USR3388), 3 avenue Hubert Curien, 31035, Toulouse Cedex 01, France.
  • Massiot G; Pharmacochimie de la Régulation Epigénétique du Cancer (ETac), CNRS-Pierre Fabre (USR3388), 3 avenue Hubert Curien, 31035, Toulouse Cedex 01, France.
  • Meyer C; Pharmacochimie de la Régulation Epigénétique du Cancer (ETac), CNRS-Pierre Fabre (USR3388), 3 avenue Hubert Curien, 31035, Toulouse Cedex 01, France.
  • Cossy J; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Sorin G; Laboratory of Organic Chemistry, Chemistry, Biology, Innovation, ESPCI Paris, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
  • Lannou MI; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
  • Ardisson J; CNRS (UMR8638), Faculté de Pharmacie, Université Paris Descartes, 4 avenue de l'observatoire, 75270, Paris Cedex 06, France.
Chemistry ; 25(11): 2745-2749, 2019 Feb 21.
Article en En | MEDLINE | ID: mdl-30600846
ABSTRACT
A strategy for the assembly of the entire carbon backbone of a stereoisomer of the antitumor marine natural product hemicalide has been investigated. The devised convergent approach relies on Horner-Wadsworth-Emmons and Julia-Kocienski olefination reactions for the construction of the C6=C7 and C34=C35 double bonds, respectively, an aldol reaction to create the C27-C28 bond, and a Suzuki-Miyaura cross-coupling as the endgame to form the C15-C16 bond.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Francia
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Francia