Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine to oxindole derivatives with chiral phenanthroline.
Org Biomol Chem
; 13(47): 11499-506, 2015 Dec 21.
Article
in En
| MEDLINE
| ID: mdl-26456035
ABSTRACT
In the presence of a Cu(ii) complex of axially chiral, N,N,O-tridentate phenanthroline ligand (S)-2, asymmetric oxygen atom transfer of oxindole derivatives (3) using Davis' oxaziridine (4) occurred to give the corresponding 3-aryl-3-hydroxy-2-oxindole derivatives (1) with excellent enantioselectivity (up to 96% ee). The X-ray crystallographic analysis of the isolated Cu(ii) complex disclosed its N,N,O-tridentate coordination, which is critical to realize effective catalytic activity.
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01-internacional
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MEDLINE
Language:
En
Journal:
Org Biomol Chem
Year:
2015
Document type:
Article