Fristrup, Peter1; Jensen, Gitte Holm2; Andersen, Marie Louise Nygaard2; Tanner, David Ackland1; Norrby, Per-Ola1
1 Department of Chemistry, Technical University of Denmark2 unknown
The interactions between the substrate and the ligand in the Sharpless AD reaction have been examined in detail, using a combination of substrate competition experiments and molecular modeling of transition states. There is a good agreement between computational and experimental results, in particular for the stereoselectivity of the reaction. The influence of each moiety in the second-generation ligand (DHQD)2PHAL on the rate and selectivity of the reaction has been elucidated in detail.
Journal of Organometallic Chemistry, 2006, Vol 691, p. 2182-2198