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Bis(oxazoline) as Chiral Ligand
No.107(January 2003)
C2-Symmetric bisoxazoline 1 is a useful chiral ligand for enantiocontrol of metal-catalyzed reactions. For example, the chiral Cu(I) complex, which is generated from 1 and copper(I) triflate, is applied to asymmetric cyclopropanation of olefins and affords trans-diastereomers with high enantioselectivity.1) The reaction was used for total syntheses of (+)- and (-)-Scopadulcic acid A.2)
Recently, Cu(II) complex of 1 have been successfully employed as enantioselective Lewis acid catalyst in Diels-Alder reactions,3) Aldol additions,4) and Michael additions.5)
References
- 1)Bis(oxazolines) as chiral ligand
- 2)Total syntheses of (+)- and (-)-Scopadulcic Acid A
- 3)Enantioselective Diels-Alder Reactions
- 4)Enantioselective aldol additions of enolsilanes
- 5)Enantioselective Michael Additions of enolsilanes to unsaturated ester derivatives
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