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Synlett 1998; 1998(1): 53-54
DOI: 10.1055/s-1998-3124
DOI: 10.1055/s-1998-3124
letter
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Enantioselective Allylic Substitution Using a Novel (Phosphino-α-d-glucopyrano-oxazoline)palladium Catalyst
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199801/lookinside/thumbnails/10.1055-s-1998-3124-1.jpg)
A novel enantiomerically pure 2-[2-(diphenylphosphino)phenyl]-4,5-(2-deoxy-α-d-glucopyrano)-oxazoline ligand (6) was prepared from glucosamine (1). The stereodifferentiating potential of the ligand 6 was demonstrated in palladium-catalyzed intermolecular allylic substitutions of symmetrically and non-symmetrically substituted allyl acetates which give products in high yields and high enantioselectivity (up to 98% ee).
enantioselective catalysis - palladium-catalyzed allylation - P,N-ligand - carbohydrate-derived ligand - glucosamine