Atroposelective Synthesis of Tetrahydropyrrolo[3, 2‐c]azepine Derivatives Through Gold(I)‐Catalyzed Hydroarylation. Issue 24 (29th November 2022)

• Record Type: Journal Article
• Authors: Gaignard‐Gaillard, Quentin; Han, Xu; Alix, Aurélien; Bour, Christophe; Guillot, Regis; Gandon, Vincent; Voituriez, Arnaud
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 24(2022)
• Page Start: 4415
• Page End: 4420
• Publication Date: 2022-11-29
• Subjects: Axial chirality -- Gold catalysis -- Hydroarylation -- Pyrrolo[3, 2-c]azepines -- Stereoselectivity; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200828
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A series of enantioenriched substituted tetrahydropyrrolo[3, 2‐ c ]azepine products possessing an axial chirality were synthesized in 63–99% yield through a gold(I)‐catalyzed hydroarylation. DFT calculations rationalized the reactivity observed for the formation of such complex molecular frameworks and guided our choice in the pyrrole N ‐substituent to isolate configurationally stable compounds. Abstract :