Resolution of 3-methyl-3-phospholene 1-oxides by molecular complex formation with TADDOL derivatives

Tetrahedron Asymmetry

Volumn 17, Issue 18, 2006, Pages 2599-2602

  Novák, Tibor ^a   Schindler, József ^a   Ujj, Viktória ^b   Czugler, Mátyás ^c   Fogassy, Elemér ^b   Keglevich, György ^b  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^b BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^c CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

1 PHENYL 3 METHYL 3 PHOSPHOLENE 1 OXIDE; 1,3 DIOXOLANE DERIVATIVE; 4,5 BIS(DIPHENYLHYDROXYMETHYL) 2,2 DIMETHYLDIOXOLANE; ALPHA, ALPHA, ALPHA', ALPHA' TETRAPHENYL 1,4 DIOXASPIRO[4.5]DECAN 2,3 DIMETHANOL; METHANOL DERIVATIVE; PHOSPHINE OXIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; COMPLEX FORMATION; DIASTEREOISOMER; ENANTIOMER; MOLECULAR DYNAMICS; PRIORITY JOURNAL; SEPARATION TECHNIQUE;

EID: 33750527087     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.09.016     Document Type: Article

References (22)

1. Pietrusiewicz K.M., and Zabłocka M. Chem. Rev. 93 (1994) 1375-1411
2. Noyori R. Asymmetric Catalysis in Organic Synthesis (1994), John Wiley & Sons, New York
3. Imamoto T. In: Engel R. (Ed). Handbook of Organophosphorus Chemistry (1992), Marcel Dekker, New York Chapter 1
4. Ostrogovich G., and Kerek F. Angew. Chem. 13 (1971) 496-497
5. Meisenheimer J., Cooper J., Horing M., Lauter W., Lichtenstadt L., and Samuel W. Justus Liebigs Ann. Chem. 449 (1926) 213-216
6. Drabowicz J., Łyzwa P., Omelańczuk J., Pietrusiewicz K.M., and Mikołajczyk M. Tetrahedron: Asymmetry 10 (1999) 2757-2763
7. Kumli K.F., McEwen W.E., and Vander Werf C.A. J. Am. Chem. Soc. 81 (1959) 248-249
8. Davies W.C., and Mann F.G. J. Chem. Soc. (1944) 276-283
9. Haynes R.K., Au-Yeung T.-L., Chan W.-K., Lam W.-L., Li Z.-Y., Yeung L.-L., Chan A.S.C., Li P., Koen M., Mitchell C.R., and Vonwiller S.C. Eur. J. Org. Chem. (2000) 3205-3216
10. Otsuka S., Nakamura A., Kano T., and Tani K. J. Am. Chem. Soc. 93 (1971) 4301-4303
11. Toda F., Mori K., Stein Z., and Goldberg I. J. Org. Chem. 53 (1988) 308-312
12. In: Mathey F. (Ed). Phosphorus-Carbon Heterocyclic Chemistry: The Rise of a New Domain (2001), Pergamon/Elsevier, Amsterdam
13. Keglevich Gy. Synthesis (1993) 931-942
14. Keglevich Gy. Rev. Heteroatom Chem. 14 (1996) 119-136
15. Keglevich Gy. Curr. Org. Chem. 10 (2006) 93-111
16. Pietrusiewicz K.M., Hołody W., Koprowski M., Cicchi S., Goti A., and Brandi A. Phosphorus, Sulfur Silicon 144-146 (1999) 389-392
17. Pietrusiewicz K.M., Koprowski M., and Pakulski Z. Tetrahedron: Asymmetry 13 (2002) 1017-1019
18. Pakulski Z., and Pietrusiewicz K.M. Tetrahedron: Asymmetry 15 (2004) 41-45
19. Pietrusiewicz K.M. Phosphorus, Sulfur Silicon 109-110 (1996) 573-576
20. Beck A.K., Bastani B., Plattner D.A., Petter W., Seebach D., Braunschweiger H., Gysi P., and Vecchia L.L. Chimia 45 (1991) 238-244
21. 3).
22. 2 = 0.1207 for all (16,786) intensity data, number of parameters = 637, goodness-of-fit = 1.095, absolute structure parameter Flack x = 0.00(5). Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 613425. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44 (0)1223336033 or e-mail: deposit@ccdc.cam.ac.uk].