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  -