1035968-06-9Relevant academic research and scientific papers
Catalyst-controlled aliphatic C—H oxidations
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Page/Page column 30; 68, (2018/04/20)
The invention provides simple small molecule, non-heme iron catalyst systems with broad substrate scope that can predictably enhance or overturn a substrate's inherent reactivity preference for sp3-hybridized C—H bond oxidation. The invention also provides methods for selective aliphatic C—H bond oxidation. Furthermore, a structure-based catalyst reactivity model is disclosed that quantitatively correlates the innate physical properties of the substrate to the site-selectivities observed as a function of the catalyst. The catalyst systems can be used in combination with oxidants such as hydrogen peroxide to effect highly selective oxidations of unactivated sp3 C—H bonds over a broad range of substrates.
Catalyst-controlled aliphatic c-h oxidations with a predictive model for site-selectivity
Gormisky, Paul E.,White, M. Christina
supporting information, p. 14052 - 14055 (2013/10/21)
Selective aliphatic C-H bond oxidations may have a profound impact on synthesis because these bonds exist across all classes of organic molecules. Central to this goal are catalysts with broad substrate scope (small-molecule-like) that predictably enhance or overturn the substrate's inherent reactivity preference for oxidation (enzyme-like). We report a simple small-molecule, non-heme iron catalyst that achieves predictable catalyst-controlled site-selectivity in preparative yields over a range of topologically diverse substrates. A catalyst reactivity model quantitatively correlates the innate physical properties of the substrate to the site-selectivities observed as a function of the catalyst.
Synthesis and olfactory evaluation of all stereoisomers of the fragrance Nectaryl
Brenna, Elisabetta,Fuganti, Claudio,Gatti, Francesco G.,Malpezzi, Luciana,Serra, Stefano
, p. 800 - 807 (2008/09/21)
The fragrance Nectaryl 1 was prepared by the radical addition of cyclopentanone to (+)-limonene. All the four stereoisomers of this fragrance were prepared by the enzymatic acetylation of the corresponding alcohols in good de. The absolute configurations have been unambiguously assigned by the chemical correlation and X-ray crystal structure of a dinitrobenzoate derivate. The olfactory evaluation is also reported. The odour perception is mainly related to the configuration at the stereocentre α to the carbonyl group. Chiral protonations of the lithium enolate or the enolester of 1 to give a diastereomeric enriched mixture of 1 are reported.
