Rhodium(III)-Catalyzed C-H Activation/Heterocyclization as a Macrocyclization Strategy. Synthesis of Macrocyclic Pyridones.

Krieger, Jean-Philippe; Lesuisse, Dominique; Ricci, Gino; Perrin, Marc-Antoine; Meyer, Christophe; Cossy, Janine

Krieger, Jean-Philippe; Lesuisse, Dominique; Ricci, Gino; Perrin, Marc-Antoine; Meyer, Christophe; Cossy, Janine.

Afiliación

Krieger JP; Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI Paris, CNRS (UMR8231), PSL Research University , 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Lesuisse D; R&D Sanofi, 1 Avenue Pierre Brossolette, 91382 Chilly-Mazarin Cedex, France.
Ricci G; Sanofi Process Development , 45 Chemin de Mételine BP15, 04210 Sisteron Cedex, France.
Perrin MA; R&D Sanofi, 13 Quai Jules Guesde, 94403 Vitry-sur-Seine Cedex, France.
Meyer C; Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI Paris, CNRS (UMR8231), PSL Research University , 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Cossy J; Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI Paris, CNRS (UMR8231), PSL Research University , 10 rue Vauquelin, 75231 Paris Cedex 05, France.

Org Lett ; 19(10): 2706-2709, 2017 05 19.

Article en En | MEDLINE | ID: mdl-28485944

ABSTRACT

ABSTRACT

Structurally diverse macrocyclic pyridones can be efficiently synthesized by a rhodium(III)-catalyzed C-H activation/heterocyclization of ω-alkynyl α-substituted acrylic hydroxamates. The use of a O-pivaloyl hydroxamate as directing group was crucial to achieve efficient catalyst turnover in a redox-neutral process.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Francia

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