QUANTUM-CHEMICAL MODELING OF CHIRAL CATALYSIS .16. ON THE ISOMERISM OF DIMERS OF CHIRAL OXAZABOROLIDINES USED IN THE CATALYTIC ENANTIOSELECTIVE REDUCTION OF KETONES

Authors
NEVALAINEN V
Citation
V. Nevalainen, QUANTUM-CHEMICAL MODELING OF CHIRAL CATALYSIS .16. ON THE ISOMERISM OF DIMERS OF CHIRAL OXAZABOROLIDINES USED IN THE CATALYTIC ENANTIOSELECTIVE REDUCTION OF KETONES, Tetrahedron : asymmetry, 5(3), 1994, pp. 387-394
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
3
Year of publication
1994
Pages
387 - 394
Database
ISI
SICI code
0957-4166(1994)5:3<387:QMOCC.>2.0.ZU;2-I
Abstract
Relative stabilities of several dimeric isomers of oxazaborolidines we re studied by means of ab initio MO (RHF) methods (1,3,2-oxazaborolidi ne 1' used as a model of oxazaborolidines). The most stable of the iso mers found was 24 kJ mol-1 (6-31G//6-31G) lower in energy than two sep arate monomeric oxazaborolidine (1') molecules. Formation of several o ther dimeric isomers was found to be energetically advantageous.