Antoine Domain, Guishun Bai, Dr. Juan-Carlos Castillo, Hassane Moussa Abdraman, Prof. Dr. Stéphane Humbel, Dr. Michel Giorgi, Dr. Jean-Valère Naubron, Sara Chentouf, Prof. Dr. Jean Rodriguez, Dr. Xiaoze Bao, Prof. Dr. Damien Bonne
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Stereocontrol in Conformationally Stable C(sp2)─C(sp3) Atropisomers
We report a two-step sequence for the enantioselective construction of a rare family of stable C(sp2)─C(sp3) 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(sp2)─C(sp3) bond, effectively locking and stabilizing its configuration.
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