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Catalytic Asymmetric Aziridination of Enol Derivatives in the Presence of Chiral Copper Complexes to give Optically Active α-Amino Ketones

✍ Scribed by Waldemar Adam; Konrad Johann Roschmann; Chantu Ranjan Saha-Möller


Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
292 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis


A series of acyclic and cyclic enol derivatives 1 has been transformed into the corresponding α-amino-functionalized ketones 2 by means of enantioselective catalytic aziridination with chiral Cu complexes, prepared in situ from [Cu(MeCN)4]PF 6 and the optically active ligands 3, by using (N-tosylimino)iodobenzene (PhINTs) as a nitrogen source. The best enantioselectivities (ee values of up to 52%) have been achieved for the electronically deactivated enol acetate