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TBADT-Mediated Photocatalytic Stereoselective Radical Alkylation of Chiral N-Sulfinyl Imines: Towards Efficient Synthesis of Diverse Chiral Amines.
Leone, Matteo; Milton, Joseph P; Gryko, Dorota; Neuville, Luc; Masson, Géraldine.
Afiliação
  • Leone M; Institut de Chimie des Substances Naturelles (ICSN) CNRS, Université Paris-Saclay, 1 Avenue de la Terrasse, 91198, Gif-sur-Yvette Cedex, France.
  • Milton JP; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
  • Gryko D; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
  • Neuville L; Institut de Chimie des Substances Naturelles (ICSN) CNRS, Université Paris-Saclay, 1 Avenue de la Terrasse, 91198, Gif-sur-Yvette Cedex, France.
  • Masson G; HitCat, Seqens-CNRS joint laboratory, Seqens'Lab, 8 Rue de Rouen, 78440, Porcheville, France.
Chemistry ; 30(24): e202400363, 2024 Apr 25.
Article em En | MEDLINE | ID: mdl-38376252
ABSTRACT
Herein we describe a sustainable and efficient photocatalytic method for the stereoselective radical alkylation of chiral sulfinyl imines. By employing readily available non-prefunctionalized radical precursors and the cost-effective TBADT as a direct HAT photocatalyst, we successfully obtain diverse chiral amines with high yields and excellent diastereoselectivity under mild conditions. This method provides an efficient approach for accessing a diverse array of medicinally relevant compounds, including both natural and synthetic α-amino acids, aryl ethyl amines, and other structural motifs commonly found in approved pharmaceuticals and natural product.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Ano de publicação: 2024 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Ano de publicação: 2024 Tipo de documento: Article