A possible mechanism for enantioselectivity in the chiral epoxidation of olefins with.

@article{Jacobsen2001APM,
  title={A possible mechanism for enantioselectivity in the chiral epoxidation of olefins with.},
  author={Heiko Jacobsen and Luigi Cavallo},
  journal={Chemistry},
  year={2001},
  volume={7 4},
  pages={800-7}
}
The origin of enantioselectivity in the Jacobsen-Katsuki reaction has been investigated by applying density functional calculations in combination with molecular mechanics methodologies. The calculations suggest that a high enantiomeric excess is connected to three specific features: 1) a chiral diimine bridge, which induces folding of the salen ligand(H2salen = bis(salicylidene)ethylenediamine), and hence the formation of a chiral pocket; 2) bulky groups at the 3,3'-positions of the salen… CONTINUE READING