ON THE ORIGIN OF PI-FACIAL DIASTEREOSELECTIVITY IN NUCLEOPHILIC ADDITIONS TO CHIRAL CARBONYL-COMPOUNDS .3. ROTATIONAL PROFILES OF 2-METHOXYPROPANAL AND 2-N,N-DIMETHYLAMINOPROPANAL

Authors
FRENKING G KOHLER KF REETZ MT
Citation
G. Frenking et al., ON THE ORIGIN OF PI-FACIAL DIASTEREOSELECTIVITY IN NUCLEOPHILIC ADDITIONS TO CHIRAL CARBONYL-COMPOUNDS .3. ROTATIONAL PROFILES OF 2-METHOXYPROPANAL AND 2-N,N-DIMETHYLAMINOPROPANAL, Tetrahedron, 49(19), 1993, pp. 3971-3982
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
19
Year of publication
1993
Pages
3971 - 3982
Database
ISI
SICI code
0040-4020(1993)49:19<3971:OTOOPD>2.0.ZU;2-5
Abstract
The rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopr opanal are theoretically predicted using ab initio methods at the MP2/ 6-31G//3-21G level of theory. The conformational energies show a stro ng dependence on the torsion angle not only around the C-C bond but al so around the C-R (R=OMe, NMe2) bond.