Cobalt-Catalyzed Migratory E-Selective Asymmetric Aza-Nozaki-Hiyama-Kishi Coupling.

Authors

Yi Wang, Yougui Luo, Lifu Wu, Jian Chen, Mei Duan, Asif Rasool, You Wang, Shaolin Zhu

Published in

Angewandte Chemie (International ed. in English). Pages e8611979. Jul 03, 2026. Epub Jul 03, 2026.

Abstract

Transition-metal-catalyzed migratory cross-coupling offers an attractive strategy for converting readily available precursors into complex molecular architectures. However, current methods are typically restricted to a single migratory mode (e.g., chain-walking, through-space shift, or E/Z isomerization). Integrating multiple mechanistically distinct migratory events within a selective cross-coupling manifold to unlock new chemical space and diverse isomeric products remains a formidable challenge. Herein, we report a cobalt-catalyzed, migratory E-selective asymmetric aza-NHK (Nozaki-Hiyama-Kishi) coupling of ortho-iodophenylethylenes with imines. The key to this process is a synergistic sequence that combines a through-space 1,4-Co/H shift with alkenylcobalt E/Z isomerization. Notably, mixtures of E/Z-alkenyl bromides are also viable substrates, undergoing an unprecedented alkenylcobalt E/Z isomerization prior to E-selective asymmetric coupling. This method provides efficient access to high-value α-chiral (E)-allylic amines with exceptional control over regio-, E/Z-, and enantioselectivity.

PMID:
42397890
Bibliographic data and abstract were imported from PubMed on 04 Jul 2026.

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