Observation of the enhancement in enantioselectivity with conversion for the aziridination of styrene using copper bis(oxazoline) complexesElectronic supplementary information (ESI) available: further data. See http://www.rsc.org/suppdata/cc/b3/b309507j/

Abstract

During the aziridination of styrene using copper bis(oxazoline) complexes the ee increases with conversion due to further reactions of the product.

C2-Symmetric Chiral Bis(Oxazoline) Ligands in Asymmetric Catalysis

“…It should be taken into account that reactions listed under entries 11−19 in Table have substituted benzaldehydes as side products and that the aziridination of styrene with [( S )- 1 /Cu(OTf) 2 ] may occur with an increase of enantioselectivity with the conversion due to further reactions of the product …”

Iodonium imides in organic synthesis

“…Particularly important are enantioselective aziridinations of alkenes using PhINTs and copper catalysts with chiral dinitrogen ligands. [64][65][66][67][68] In a representative example, the PhINTs-promoted asymmetric aziridination of alkene 28 affords the chiral aziridine 29 with excellent enantioselectivity (Scheme 7). 64…”

Three‐Membered Heterocycles. Structure and Reactivity

“…A one-pot homogeneous variant using bis(oxazoline) 18b and commercially available iodobenzene diacetate has also been reported [55]. Evidence suggests that the ultimate stereochemical outcome may be affected by a secondary reaction between the aziridines formed and other components in the reaction mixture [56]. 10 Another major avenue for enantioselective aziridination is offered through the use of (salen)manganese(III) complexes, such as the Katsuki catalyst (19) [57].…”