Novel Asymmetric and Stereospecific Aziridination of Alkenes with a Chiral Nitridomanganese Complex

Chiral Metallosalen Complexes: Structures and Catalyst Tuning for Asymmetric Epoxidation and Cyclopropanation

“…[1] Indeed, optically active metallosalen complexes bearing manganese, [2] chromium, [3,4a, b,5,6] vanadium, [1d,7] titanium, [8,9] cobalt, [10,11,12] ruthenium, [13] copper, [14] zinc, [15] and palladium [16] as the metal center have been synthesized and successfully applied to a variety of asymmetric reactions: epoxidation, [2] sulfoxidation, [1d,2a,8,17] C-H oxidation, [18,19] aziridination, [20,21,22] sulfimidation, [23] C-H amination, [24] cyclopropanation, [10,12,13] S-ylide formation, [25] Diels±Alder reaction, [26,27] hetero-Diels ± Alder reaction, [28,29] hydrocyanation, [30] silylcyanation, [7,9,31] epoxide-ring opening, [5,11] aerobic oxidative coupling, [32] ymmetric catalysis of chiral metallosalen complexes can be realized not only by use of various metal ions but also by introduction of ligands of various structures and electronic nature. Especially, recent studies have revealed that metallosalen complexes are pliable and can adopt various conformations, depending on their metal centers and substituent(s) on the salen ligand and that the conformation of metallosalen complexes has a strong relation to their catalytic performance.…”

Synthetic Uses of Phenols

“…Carreira conducted the stoichiometric amination of enol ethers and alkenes using a manganese nitride salen complex 333 . Komatsu extended the methodology to the catalytic process and attained 94% ee for aziridination of β-isopropylstyrene 332 .…”

Towards Perfect Asymmetric Catalysis: Additives and Cocatalysts

“…Very recently Komatsu et al used pyridine N-oxide as an additive for the asymmetric aziridination of styrene derivatives by transfer of a nitrogen atom from a chiral nitridomanganese complex. [24] However, this reaction is not a catalytic process (yet).…”