The site-selective alkylation of α-aminotropones is effectively realized via gold(I)-catalyzed electrophilic activation of allenamides and allenyl ethers, yielding up to 85% in 30 examples. A dedicated and combined spectroscopic and computational investigation accounts for both chemo- and regioselective profiles of the protocol. New opportunities in the chemical space of tropone/tropolone derivatives are identified.
Gallorini, G., Kiriakidi, S., Bellini, S., Silva López, C., Bertuzzi, G., Bandini, M. (2024). Site-Selective Gold-Catalyzed Alkylation of α‑Aminotropones with Allenes. ORGANIC LETTERS, 24, 9251-9256 [10.1021/acs.orglett.4c03372].
Site-Selective Gold-Catalyzed Alkylation of α‑Aminotropones with Allenes
Giulio Gallorini;Sara Bellini;Giulio Bertuzzi;Marco Bandini
2024
Abstract
The site-selective alkylation of α-aminotropones is effectively realized via gold(I)-catalyzed electrophilic activation of allenamides and allenyl ethers, yielding up to 85% in 30 examples. A dedicated and combined spectroscopic and computational investigation accounts for both chemo- and regioselective profiles of the protocol. New opportunities in the chemical space of tropone/tropolone derivatives are identified.| File | Dimensione | Formato | |
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