Nickel-Catalyzed Enantioselective Reductive N‑Cyclization–Thiolation Reaction of Alkene-Tethered Oxime Esters and Disulfides
Asymmetric aza-Heck cyclization and coupling reactions offer efficient access to enantioenriched N-heterocycles, yet the current studies focus primarily on sequential C–N and C–C bond formation. Herein, we report an enantioselective reductive aza-Heck cyclization followed by a C–S coupling sequence,...
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Veröffentlicht in: | Organic letters 2024-09, Vol.26 (40), p.8599-8604 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Asymmetric aza-Heck cyclization and coupling reactions offer efficient access to enantioenriched N-heterocycles, yet the current studies focus primarily on sequential C–N and C–C bond formation. Herein, we report an enantioselective reductive aza-Heck cyclization followed by a C–S coupling sequence, ultimately yielding sulfide-containing enantioenriched pyrrolines. The reaction is conducted under mild conditions and tolerates broad functionalities including alkynes, phenols, anilines, amides, nitriles, and bromides. |
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ISSN: | 1523-7060 1523-7052 1523-7052 |
DOI: | 10.1021/acs.orglett.4c03273 |