Conference Contribution Details
Mandatory Fields
José I. García,a Antonio M. Rodríguez-­‐García,b David Kellehan,c Fiona Kirby,c David Frain,c and Patrick O’Learyc
ESPA 8 2012 Electronic structure: Principles and applications
CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration
Barcelona
Poster Presentation (Refereed)
Optional Fields
28-JUN-12
29-JUN-12
A family of chiral 4,4′-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2’-BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.
Publication Themes
Informatics, Physical and Computational Sciences