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<p>Enantioselective dicarbofunctionalization of alkenes is a powerful strategy for constructing functionalized sp³-rich molecules, yet it remains challenging for unactivated substrates lacking directing groups. While asymmetric multicomponent reactions catalyzed by d¹⁰ transition metals have advanced for activated alkenes, enantioselective multicomponent cross-coupling of unactivated alkenes, particularly enabling remote functionalization to stereoselectively generate the nonadjacent stereocenters, is still underdeveloped. Herein, we report a palladium-catalyzed asymmetric migratory dicarbofunctionalization of directing-group-free, trisubstituted unactivated alkenes. This method forges remote stereogenic centers, enabling both 1,3-diarylation and 1,4-diarylation with high enantioselectivity and diastereoselectivity. Mechanistic studies indicate a chain-walking process involving irreversible Pd-H migration, rationalizing the observed regiocontrol.</p>

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Palladium-catalyzed asymmetric migratory diarylation of unactivated directing-group-free internal alkenes

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年1月5日

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  • Linlin Fan,
  • Yang Xi,
  • Honglei Gu,
  • Wenyi Huang,
  • Wei-Hong Zhu,
  • Jingping Qu,
  • Yifeng Chen

摘要

Enantioselective dicarbofunctionalization of alkenes is a powerful strategy for constructing functionalized sp³-rich molecules, yet it remains challenging for unactivated substrates lacking directing groups. While asymmetric multicomponent reactions catalyzed by d¹⁰ transition metals have advanced for activated alkenes, enantioselective multicomponent cross-coupling of unactivated alkenes, particularly enabling remote functionalization to stereoselectively generate the nonadjacent stereocenters, is still underdeveloped. Herein, we report a palladium-catalyzed asymmetric migratory dicarbofunctionalization of directing-group-free, trisubstituted unactivated alkenes. This method forges remote stereogenic centers, enabling both 1,3-diarylation and 1,4-diarylation with high enantioselectivity and diastereoselectivity. Mechanistic studies indicate a chain-walking process involving irreversible Pd-H migration, rationalizing the observed regiocontrol.