Stereocontrol in Conformationally Stable C(sp <sup>2</sup> )─C(sp <sup>3</sup> ) Atropisomers
Abstract
Abstract We report a two‐step sequence for the enantioselective construction of a rare family of stable C(sp 2 )─C(sp 3 ) atropisomers featuring two additional stereogenic centers. The process begins with an organocatalyzed dihydrobenzofurannulation that establishes and controls the stereochemistry of two carbon centers, followed by a highly diastereoselective functionalization that significantly enhances the barrier to diastereomerization of the C(sp 2 )─C(sp 3 ) bond, effectively locking and stabilizing its configuration.
Article Details
Authors (11)
Antoine Domain
Aix Marseille Univ, CNRS, Centrale Med, iSm2 Marseille France
Guishun Bai
College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals Zhejiang University of Technology Hangzhou 310014 P.R. China
Juan‐Carlos Castillo
Escuela de Ciencias Químicas Universidad Pedagógica y Tecnológica de Colombia Avenida Central del Norte 39‐115 Tunja Colombia
Hassane Moussa Abdraman
Aix Marseille Univ, CNRS, Centrale Med, iSm2 Marseille France
Stéphane Humbel
Aix Marseille Univ, CNRS, Centrale Med, iSm2 Marseille France
Michel Giorgi
Aix‐Marseille Univ, CNRS Centrale Méditerranée Marseille FSCM France
Jean‐Valère Naubron
Aix Marseille Université, CNRS, Centrale Med, FSCM, Spectropole Marseille France
Sara Chentouf
Aix Marseille Université, CNRS, Centrale Med, FSCM, Spectropole Marseille France
Jean Rodriguez
Aix Marseille Univ, CNRS, Centrale Med, iSm2 Marseille France
Xiaoze Bao
Damien Bonne
Aix Marseille Univ, CNRS, Centrale Med, iSm2 Marseille France