TY  - JOUR
A1  - Heydenreich, Matthias
A1  - Koch, Andreas
A1  - Klod, Sabrina
A1  - Szatmari, Istvan
A1  - Fulop, Ferenc
A1  - Kleinpeter, Erich
T1  - Synthesis and conformational analysis of naphth[1', 2':5,6][1,3]oxazino[3,2-c][1,3]benzoxazine and naphth[1', 2':5,6][1,3]oxazino[3,4-c][1,3]benzoxazine derivatives
JF  - Tetrahedron
N2  - A new functional group, the hydroxy group, was inserted into a Betti base by reaction with salicylaldehyde, and the naphthoxazine derivatives thus obtained were converted by ring-closure reactions with formaldehyde, acetaldehyde, propionaldehyde or phosgene to the corresponding naphth[1',2':5,6][1,3]oxazino[3,2-c][1,3]benzoxazine derivatives. Further, the conformational analysis of these polycyclic compounds by NMR spectroscopy and an accompanying molecular modelling are reported; especially, both quantitative anisotropic ring current effects of the aromatic moieties in these compounds and steric substituent effects were employed to determine the stereochemistry of the naphthoxazinobenzoxazine derivatives.
Y1  - 2006
UR  - http://www.sciencedirect.com/science/journal/00404020
U6  - https://doi.org/10.1016/j.tet.2006.09.037
SN  - 0040-4020
VL  - 62
IS  - 48
SP  - 11081
EP  - 11089
PB  - Elsevier
CY  - Amsterdam
ER  - 
TY  - JOUR
A1  - Szatmari, Istvan
A1  - Toth, Diana
A1  - Koch, Andreas
A1  - Heydenreich, Matthias
A1  - Kleinpeter, Erich
A1  - Fulop, Ferenc
T1  - Study of the substituent-influenced anomeric effect in the ring-chain tautomerism of 1-alkyl-3-aryl-naphth[1,2- e][1,3]oxazines
N2  - The stabilities of the trans (B) and cis (C) tautomeric ring forms that are experimentally observed in the ring- chain tautomeric interconversion of 1-alkyl-3-aryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines has been investigated. Stability differences are explained by the analysis of the natural bond orbital results for the lone pairs of electrons that are on the heteroatoms in the oxazine ring system and by regression analysis of the calculated 13C NMR chemical shift values.
Y1  - 2006
UR  - http://onlinelibrary.wiley.com/doi/10.1002/ejoc.200600563/pdf
U6  - https://doi.org/10.1002/ejoc.200600563
ER  -