Abstract
The reducing property of diisobutylaluminum hydride (DIBAH) has been reexamined as a stereoselective reducing agent for reduction of representative cyclic ketones. When the reduction of excess cyclic ketone with DIBAH was carried out at 0 °C in ethyl ether, only 1 equiv of the free hydride was involved to show a low stereoselectivity. However, when performed at 25 °C or under reflux in ethyl ether, one isobutyl group as well as the free hydride was also involved in this reduction: the first equiv of ketone was reduced rapidly and the second one reduced, in a relatively slow rate. In addition, the stereoselectivity increases consistently with increase of reaction time to afford the thermodynamically more stable isomer alcohols exclusively.
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.
