ISSN:
0009-2940
Keywords:
1,3-Oxazino[4,3-a]isoquinolien / 1,3-Thiazino [4,3-a]isoquinoline / Conformational analysis
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Starting from the 6,7-dialkoxy-1-[bis(hydroxymethyl)methyl]-1,2,3,4-tetrahydroisoquinolines 2 and 3, the 4-imino-substituted 1-(hydroxymethyl)-9,10-dialkoxy-2H, 4H-1,6,11b-tetrahydro-1.3-oxazino-and -thiazino [4,3-a]isoquinoline diastereomers 6a-c, 7a-c, 8a-c, 9a-c, 14, and 15 and the 4-substituted 1,6,7,11b-tetrahydro 1,3-oxazino[4,3-a]isoquinoline diastereomers 16-24 were prepared. the relative configurations and the predominant conformation of these products were determined by NMR spectroscopy and for 18 by X-ray diffraction methods. the prepared 1,3-oxazino[4,3-a]isoquinoline diastereomers have predominantly trans conformations (16, 18, 22, 23), whereas cis conformations (cis-A) prevail for 20, 21 and f24. Thus, the first evidence for either trans- or cis-A conformations in 1,3-oxazino[4,3-a] isoquinolines is presented.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19901230427
