Please use this identifier to cite or link to this item:
|Title:||Precise structure activity relationships in asymmetric catalysis using carbohydrate scaffolds to allow ready fine tuning: dialkylzinc-aldehyde additions||Authors:||Emmerson, D. P.
Howard, J. A.
Hems, W. P.
Tooze, R. P.
Davis, B. G.
|Issue Date:||2003||Project:||None||Journal:||ORGANIC & BIOMOLECULAR CHEMISTRY||Abstract:||
The ready construction of 24 stereochemically and functionally diverse carbohydrate ligand structures from a core-glucosamine scaffold has allowed the evaluation of broad ranging structure activity relationships in ligandaccelerated zincate additions to aldehydes, with variations in ΔΔG‡(R-S) of up to 5650 J mol1 that create opposingsenses of asymmetric induction and that are consistent with models based on several ligand X-ray structures andmolecular mechanics analysis. Factorial analysis of enantioselectivity using key dihedral angles and steric volumeon N-2 also highlight the potential for the use of factorial design in ligand construction.
|Appears in Collections:||Publications|
Show full item record
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.