Origin of pi-facial diastereoselection in hydride reduction of piperidones. The importance of ground-state effects

Citation
S. Tomoda et T. Senju, Origin of pi-facial diastereoselection in hydride reduction of piperidones. The importance of ground-state effects, CHEM LETT, (7), 1999, pp. 625-626
Citations number
22
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY LETTERS
ISSN journal
03667022 → ACNP
Issue
7
Year of publication
1999
Pages
625 - 626
Database
ISI
SICI code
0366-7022(199907):7<625:OOPDIH>2.0.ZU;2-Z
Abstract
The exterior frontier orbital extension model(the EFOE Model) strongly sugg ested that the ground-state conformation (steric effects) and the anisotrop ic frontier orbital (LUMO) extension over pi-faces may be the origin of the pi-facial diastereoselection in hydride reductions of substituted piperido nes.