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Updated: Jul 10, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
(4-(Adamantan-1-yl)-1-(isopropyl)-1H-imidazol-2-yl)methanol
Ryan B Gaynor1, Baylee N McIntyre1, Sidney E Creutz1
1Department of Chemistry, Mississippi State University, Mississippi State, MS 39762, USA.
Abstract:
(4-(Adamantan-1-yl)-1-(isopropyl)-1H-imidazol-2-yl)methanol was prepared through a five-step process starting from commercially available 1-acetyladamantane. Each step proceeded in moderate-to-excellent yields and the overall yield across five steps was 28%. The compound was identified and characterized by 1H and 13C{1H} NMR, high-resolution mass spectroscopy, and elemental analysis. This compound and its derivatives have the potential to be used as precursors to the synthesis of biomimetic chelating ligands.
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