Organocatalysis: The first catalytic enantioselective iodoetherification of oximes is developed using commercially available N‐iodosuccinimide. In the presence of a dihydrocinchonidine‐derived thiourea (10 mol %), β,γ‐unsaturated oximes undergo facile iodoetherification to produce Δ2‐isoxazolines containing a quaternary stereogenic center generally in high yield with good to excellent enantioselectivity.
Using a tuned yet simple catalyst, the photoexcited ketone-catalyzed C–H imidation and acyloxylation of arenes through an oxidative quenching cycle has been developed.
In recent times, (thio)urea derivatives have become synonymous with hydrogen bonding owing to their extensive applicability as small molecule organocatalysts. In this paper, another activation mode by thiourea derivatives, namely via Lewis base catalysis, is disclosed for the NBS-mediated oxidation of alcohols. The mild reaction conditions employed here is suitable for chemoselective oxidation of secondary alcohol in the presence of primary alcohol.
The first catalytic enantioselective iodoaminocyclization of β,γ-unsaturated hydrazones has been developed with the help of a trans-1,2-diaminocyclohexane-derived bifunctional thiourea catalyst and allows for the direct access to Δ(2)-pyrazolines containing a quaternary stereogenic center in high yield with good enantioselectivity (up to 95% yield and 95:5 er).
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