Ir-Catalyzed Enantioconvergent Synthesis of Diversely Protected Allenylic Amines Employing Ammonia Surrogates.

Autor: Glatz F; Laboratorium für Organische Chemie, HCI H335, Eidgenössiche Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland., Petrone DA; Laboratorium für Organische Chemie, HCI H335, Eidgenössiche Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland., Carreira EM; Laboratorium für Organische Chemie, HCI H335, Eidgenössiche Technische Hochschule Zürich, Vladimir-Prelog-Weg 3, 8093, Zürich, Switzerland.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Sep 14; Vol. 59 (38), pp. 16404-16408. Date of Electronic Publication: 2020 Jul 22.
DOI: 10.1002/anie.202005599
Abstrakt: The first iridium catalyzed, enantioconvergent amination of allenylic carbonates is reported. This process utilizes various commercially available carbamates and sulfonamides to generate allenylic amines including commonly employed protected groups (Boc, Fmoc, Cbz, Ts, Ns) in 62-82 % yield and 87-98 % ee. The products generated through this scalable procedure serve as effective linchpins for the rapid, enantiospecific synthesis of a wide range of complex structures.
(© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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