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Alkynyl Cinchona Catalysts affect Enantioselective Trifluoromethylation for Efavirenz under Metal-Free Conditions.
Okusu, Satoshi; Hirano, Kazuki; Yasuda, Yoshimasa; Tanaka, Junki; Tokunaga, Etsuko; Fukaya, Haruhiko; Shibata, Norio.
Afiliação
  • Okusu S; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
  • Hirano K; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
  • Yasuda Y; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
  • Tanaka J; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
  • Tokunaga E; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
  • Fukaya H; National Institute of Advanced Industrial Science and Technology (AIST) , Moriyama, Nagoya, 463-8560, Japan.
  • Shibata N; Department of Nanopharmaceutical Sciences & Department of Frontier Materials, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
Org Lett ; 18(21): 5568-5571, 2016 11 04.
Article em En | MEDLINE | ID: mdl-27740762
ABSTRACT
Efavirenz is manufactured worldwide, and its asymmetric synthesis requires a complex organometallic approach, while an organocatalytic approach is far less efficient. The first highly enantioselective approach is disclosed for the synthesis of Efavirenz under nonmetal organocatalysis with up to 93% ee for the Merck intermediate and 91% ee for the Lonsa intermediate using novel alkynyl cinchona catalysts.
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Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article
Buscar no Google
Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article