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Iron-catalyzed transfer hydrogenation of allylic alcohols with isopropanol

Bari, Md Abdul, Elsherbeni, Salma A., Maqbool, Tahir, Latham, Daniel E., Gushlow, Edward B., Harper, Emily J. and Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531 2024. Iron-catalyzed transfer hydrogenation of allylic alcohols with isopropanol. The Journal of Organic Chemistry 89 (19) , pp. 14571-14576. 10.1021/acs.joc.4c01701

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Abstract

Herein, we report an iron-catalyzed transfer hydrogenation of allylic alcohols. The operationally simple protocol employs a well-defined bench stable (cyclopentadienone)iron(0) carbonyl complex as a precatalyst in combination with K2CO3 (4 mol %) and isopropanol as the hydrogen donor. A diverse range of allylic alcohols undergo transfer hydrogenation to form the corresponding alcohols in good yields (33 examples, ≤83% isolated yield). The scope and limitations of the method have been investigated, and experiments that shed light on the reaction mechanism have been conducted.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Additional Information: License information from Publisher: LICENSE 1: URL: https://creativecommons.org/licenses/by/4.0/, Start Date: 2024-09-25
Publisher: American Chemical Society
ISSN: 0022-3263
Date of First Compliant Deposit: 17 October 2024
Date of Acceptance: 17 September 2024
Last Modified: 17 Oct 2024 12:08
URI: https://orca.cardiff.ac.uk/id/eprint/173038

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