Bis(oxazolines) based on glycopyranosides – steric, configurational and conformational influences on stereoselectivity

• Tobias Minuth and
• Mike M. K. Boysen

Beilstein J. Org. Chem. 2010, 6, No. 23, doi:10.3762/bjoc.6.23

• Tobias Minuth Mike M. K. Boysen Institute of Organic Chemistry, Gottfried-Wilhelm-Leibniz University of Hannover, Schneiderberg 1B, D-30167 Hannover, Germany 10.3762/bjoc.6.23 Abstract In previous studies we found that the asymmetric induction of bis(oxazolines) based on D-glucosamine strongly

• . Today, 30 years after the first reports on carbohydrate-based ligands [1][2][3][4], the potential of saccharide compounds in this area is more and more appreciated [5][6][7][8][9][10][11][12]. Chiral bis(oxazolines) (Box) are very efficient ligands for many asymmetric transformations [13][14]. Even

• though N-acylated derivatives of D-glucosamine easily form bicyclic carbohydrate oxazolines, until recently only a few examples of mono(oxazoline) ligands [15][16][17] and the corresponding bis(oxazolines) [18] based on this monosaccharide have appeared in the literature. In the course of our work we