Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Cheng, Qing-Qing, once mentioned the application of 7693-46-1, Name is 4-Nitrophenyl chloroformate, molecular formula is C7H4ClNO4, molecular weight is 201.564, MDL number is MFCD00007321, category is chiral-nitrogen-ligands. Now introduce a scientific discovery about this category, Safety of 4-Nitrophenyl chloroformate.
Organocatalytic nitrogen transfer to unactivated olefins via transient oxaziridines
Organocatalytic nitrogen transfer to C=C bonds provides straightforward access to aziridines under mild conditions with low financial and environmental impacts; however, previous methods were typically limited to conjugated C=C bonds (that is, activated olefins), whereas aziridination of isolated C=C bonds (that is, unactivated olefins) remains underexplored. Here we demonstrate a strategy for nitrogen transfer to unactivated olefins by utilizing electron-deficient ketones as catalysts. An oxaziridine intermediate, generated in situ from the ketone catalyst and a nitrogen source, transfers nitrogen to unactivated C=C bonds preferentially over activated C=C bonds. This ‘unusual’ chemoselectivity, as well as the enantioselectivity realized through the use of a chiral ketone catalyst, cannot be achieved by previously developed methods that are based on either organocatalysts or metal catalysts. Moreover, mechanistic studies through modified mass spectrometry allow capture and further investigation of the transient oxaziridine intermediate, establishing its essential role in this nitrogen transfer process.
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
,Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis