Design, synthesis, resolution, and stereochemical assignment of a conformationally rigid chiral ligand derived from anthracene and a dienophile containing a pyridine moiety

Tetrahedron Asymmetry

Volumn 20, Issue 19, 2009, Pages 2211-2215

  Gnanamani, Elumalai ^a   Ramanathan, Chinnasamy Ramaraj ^a  

^a PONDICHERRY UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE DERIVATIVE; PYRIDINE DERIVATIVE; TARTARIC ACID; TRANS 12 (PYRIDIN 2 YL) 9,10 DIHYDRO 9,10 ETHANOANTHRACENE 11 CARBOXYLIC ACID ETHYL ESTER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; CONTROLLED STUDY; CRYSTAL STRUCTURE; ENANTIOMER; ISOMER; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 72049121903     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2009.09.011     Document Type: Article

References (21)

1. In: Noyori R. (Ed). Asymmetric Catalysis in Organic Synthesis (1994), Wiley, New York
2. In: Ojima I. (Ed). Catalytic Asymmetric Synthesis. 2nd ed. (2000), Wiley-VCH, New York
3. In: Mikami K., and Lautens M. (Eds). New Frontiers in Asymmetric Catalysis (2007), John Wiley & Sons, Hoboken, New Jersey
4. Berkessel A., and Gröger H. Asymmetric Organocatalysis (2005), Wiley-VCH Verlag GmbH & Co., Weinheim
5. In: Dalko P.I. (Ed). Enantioselective Organocatalysis (2007), Wiley-VCH, Weinheim
6. Pellissier H. Tetrahedron 63 (2007) 9267-9331
7. In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis Vols. I-III (1999), Springer, Heidelberg
8. Basavaiah D., Rao A.J., and Satyanarayana T. Chem. Rev. 103 (2003) 811-891
9. Ishii T., Fujioka S., Sekiguchi Y., and Kotsuki H. J. Am. Chem. Soc. 126 (2004) 9558-9559
10. Malkov A.V., Westwater M.M., Gutnov A., López P.R., Friscourt F., Kadlčíková A., Hodačová J., Rankovic Z., Kotora M., and Kočovský P. Tetrahedron 64 (2008) 11335-11348 and references cited therein
11. Shimada T., Kina A., Ikeda S., and Hayashi T. Org. Lett. 4 (2002) 2799-2801
12. Tao B., Lo M.M.C., and Fu G.C. J. Am. Chem. Soc. 123 (2001) 353-354
13. Dálaigh C.O., and Connon S.J. J. Org. Chem. 72 (2007) 7066-7069
14. Cheng Y.Q., Bian Z., Kang C.Q., Guo H.Q., and Gao L.X. Tetrahedron: Asymmetry 19 (2008) 1572-1575
15. Hu X., Dai H., Bai C., Chen H., and Zheng Z. Tetrahedron: Asymmetry 15 (2004) 1065-1068
16. Hallinan E.A., Hagen T.J., Husa R.K., Tsymbalov S., Rao S.N., vanHoeck J.P., Rafferty M.F., Stapelfeld A., Savage M.A., and Reichman M. J. Med. Chem. 36 (1993) 3293-3299
17. Detailed X-ray crystallographic data (CCDC No. 739170) are available from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.
18. Kozma D. Optical Resolutions via Diastereomeric Salt Formation (2002), CRC Press, London
19. Nohira H., and Sakai K. Optical Resolution by Means of Crystallization. In: Toda F. (Ed). Enantiomer Separation, Fundamental and Practical Method, January (2005), Kluwer Academic, Netherlands 165-191
20. Ferreira F.C., Macedo H., Cocchini U., and Livingston A.G. Org. Process Res. Dev. 10 (2006) 784-793
21. Detailed X-ray crystallographic data (CCDC No. 739171) are available from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.