Asymmetric Synthesis of γ‑Lactams Containing α,β-Contiguous Stereocenters via Pd(II)-Catalyzed Cascade Methylene C(sp3)–H Alkenylation/Aza-Wacker Cyclization

γ-Lactam containing α,β-contiguous stereogenic centers stands out as a pivotal motif in various bioactive compounds, while its efficient synthesis still needs to be enhanced. Herein, an asymmetric C–H activation strategy for accessing α,β-stereospecific γ-lactams in good yields (≤79%) with high enan...

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Veröffentlicht in:Organic letters 2021-03, Vol.23 (6), p.2048-2051
Hauptverfasser: Wu, Le-Song, Ding, Yi, Han, Ye-Qiang, Shi, Bing-Feng
Format: Artikel
Sprache:eng
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Zusammenfassung:γ-Lactam containing α,β-contiguous stereogenic centers stands out as a pivotal motif in various bioactive compounds, while its efficient synthesis still needs to be enhanced. Herein, an asymmetric C–H activation strategy for accessing α,β-stereospecific γ-lactams in good yields (≤79%) with high enantio- and diastereoselectivities (≤96% ee and >20:1 dr) was described, which serves as an effective supplement to the existing strategies.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00204