| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5284027 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
Based on high-level DFT calculations including solvent molecules, it was found that steric effects of solvent may be responsible for the diastereoselection in LiAlH4 reduction of acyclic ketones substituted by an oxygen-containing functional group at the α-position to the carbonyl. It was concluded that the conventional chelated transition state models lead to the predominance of the Râ,Sâ-diastereoisomers against experimental observation.
Graphical abstractIt was found that steric effects of solvent may be responsible for the diastereoselection in LiAlH4 reduction of acyclic ketones.Download full-size image
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yasumitsu Suzuki, Daisuke Kaneno, Masaya Miura, Shuji Tomoda,