The reaction pathway around the complete catalytic cycle for THF-borane reduction of propanone catalysed by the oxazaborolidine form (S)-proline has been determined by AM1 semiepirical MO calculations, including characterisation of all transition structures; the transition structure for ketone coordination is almost as high in energy as that for the rate-limiting hydride-transfer step, and the calculated kinetic isotope effect for reduction by THF-[ 2H3]borane is in accord with experiment.
|Number of pages||2|
|Journal||Journal of the Chemical Society, Chemical Communications|
|Publication status||Published - 1 Dec 1994|
ASJC Scopus subject areas
- Molecular Medicine