Abstract
The enantioselectivity of the oxazaborolidine-catalysed asymmetric reduction reaction of ketimine generated from acetophenone has been investigated by transition state theory at the hydride transfer step using DFT methods at the B3LYP/6-31G(d,p) level of theory. The obtained results indicate that the hydride attack at the Si face is more favourable than the Re one. Analyses of non-covalent interactions and molecular electrostatic potential indicate that the several favourable interactions at the Si hydrogen transfer mode are the origin of the enantioselectivity observed experimentally. Electron Localisation Function topological analysis indicates that the studied hydride transfer step takes place via a non-concerted three-stage mechanism.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
