2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants.

Paul, Shashwati; Adelfinsky, Daniel; Salome, Christophe; Fessard, Thomas; Brown, M Kevin

Paul, Shashwati; Adelfinsky, Daniel; Salome, Christophe; Fessard, Thomas; Brown, M Kevin.

Afiliación

Paul S; Department of Chemistry, Indiana University 800 E. Kirkwood Ave Bloomington IN 47405 USA brownmkb@indiana.edu.
Adelfinsky D; Department of Chemistry, Indiana University 800 E. Kirkwood Ave Bloomington IN 47405 USA brownmkb@indiana.edu.
Salome C; SpiroChem AG Rosental Area, WRO-1047-3, Mattenstrasse 22 4058 Basel Switzerland.
Fessard T; SpiroChem AG Rosental Area, WRO-1047-3, Mattenstrasse 22 4058 Basel Switzerland.
Brown MK; Department of Chemistry, Indiana University 800 E. Kirkwood Ave Bloomington IN 47405 USA brownmkb@indiana.edu.

Chem Sci ; 14(30): 8070-8075, 2023 Aug 02.

Article en En | MEDLINE | ID: mdl-37538817

RESUMEN

Identification of rigid counterparts for common flexible scaffolds is crucial to the advancement of medicinal chemistry. Here we showcase a new class of building blocks, 2,5-disubstituted bicyclo[2.1.1]hexanes that can act as rigidified cis-, or trans-1,3-disubstituted cyclopentanes, common motifs in drugs. The scalable synthesis of these structures was enabled through the use of C-H functionalization logic and cycloaddition reactions.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2023 Tipo del documento: Article Pais de publicación: Reino Unido

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