The absolute configuration of (1S)-(+)- and (1R)-(-)1-phenyl-1,2,3,4-tetrahydroisoquinoline. A revision of the literature assignment

Tetrahedron Asymmetry

Volumn 8, Issue 16, 1997, Pages 2693-2695

  Ludwig, Matthias ^a   Beer, Herbert ^b   Lotter, Hermann ^a   Wanner, Klaus Th ^a  

^a UNIVERSITY OF MUNICH   (Germany)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

TETRAHYDROISOQUINOLINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0030961144     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00317-0     Document Type: Article

References (8)

1. Gray, N. M.; Cheng, B. K.; Mick, S. J.; Lair, C. M.; Contreras, P. C. J. Med. Chem. 1989, 32, 1242.
2. Wong, E. H. F.; Kemp, J. A.; Priestly, T.; Knight, A. R.; Woodruff, G. N.; Iversen, L. L. Proc. Nat. Acad. Sci. (USA) 1986, 83, 7104.
3. (a) Wanner, K. Th.; Praschak, I.; Höfner G.; Beer, H. Arch. Pharm. 1996, 329, 11;
4. (b) Wanner, K. Th.; Beer, H.; Ludwig, M. publication in preparation.
5. All new compounds gave satisfactory spectroscopic and analytical results.
6. (a) Yamato, M.; Hashigaki, K.; Qais, N.; Ishikawa, S. Tetrahedron 1990, 46, 5909;
7. (b) McNab, H.; Monahan, L. C. J. Chem. Soc. Perkin Trans. I 1988, 869.
8. 3. Intensities were measured at room temperature on a Siemens R3m diffractometer, Cu Kα radiation, I=1.5418 Å, 1768 independent reflections collected, observed 1326. The structure was solved by direct methods using SHELXTL [G. M. Sheldrick, A Program for Crystal Structure Determination: SHELXTL, Release 4.2 (1981), Göttingen]. The refinement with calculated H-atoms converged at wR=5.68% for the observed data. Full crystallographic data are deposited at the Cambridge Crystallographic Data Centre.