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Chiral Methylenebis(oxazoline) Ligands
No.123(July 2005)
The chiral bidentate ligands 1 forms stable chiral metal complexes with Lewis acids such as Cu(ClO4)2·6H2O, Cu(OTf)2, and Ni(ClO4)2. These chiral metal complexes are Lewis acid catalysts that have excellent stereocontrol and are used in a number of assymmetric reactions. For example, the dienophiles 2 undergo a Diels-Alder reaction with cyclopentadiene in the presence of chiral metal complex derived from 1b and Cu(ClO4)2·6H2 to give the adducts 3 with high enantioselectivity.1b) Metal complexes of 1 are also effective chiral catalyst for asymmetric hetero-Diels-Alder reactions,2a) radical reactions,2b) sigmatropic rearrangements,2c) and phospho-transfer reaction.2d) The utility of ligand 1 is expected to increase as various substituents are introduced to methylene position of 1.3)
References
- 1)Diels-Alder catalysis with a bis(oxazoline) complex
- 2)Applications in catalytic reaction of bis(oxazoline) complexes
- 3)Enantioselective conjugate addition
Related Compounds
- B2217
- (R,R)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine
- B2218
- (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine
- B2219
- (R,R)-2,6-Bis(4-phenyl-2-oxazolin-2-yl)pyridine
- B2220
- (S,S)-2,6-Bis(4-phenyl-2-oxazolin-2-yl)pyridine
- I0567
- (S,S)-(-)-2,2-Bis(4-tert-butyl-2-oxazolin-2-yl)propane
- D2823
- (R,R)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane
- I0582
- (S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane
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