Organocatalytic synthesis of chiral benzopyrans

Tetrahedron Asymmetry

Volumn 17, Issue 12, 2006, Pages 1763-1767

  Govender, Thavendran ^a   Hojabri, Leila ^a,b   Moghaddam, Firouz Matloubi ^b   Arvidsson, Per I ^a  

^a Department of Biochemistry and Organic Chemistry ^*  (Sweden)

^b SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; BENZOPYRAN DERIVATIVE;

ALDOL REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; ELIMINATION REACTION; ENANTIOMER; ENANTIOSELECTIVITY; MOLECULAR INTERACTION; PHOTOCHEMISTRY; PRIORITY JOURNAL; RACEMIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 33746463962     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.06.028     Document Type: Article

References (33)

1. For an overview and examples see:. Nicolaou K.C., Pfefferkorn J.A., Roecker A.J., Cao G.-Q., Barluenga S., and Mitchell H.J. J. Am. Chem. Soc. 112 (2000) 9939
2. Nicolaou K.C., Pfefferkorn J.A., Mitchell H.J., Roecker A.J., Barluenga S., Cao G.-Q., Affleck R.L., and Lillig J.E. J. Am. Chem. Soc. 112 (2000) 9954
3. Nicolaou K.C., Pfefferkorn J.A., Barluenga S., Mitchell H.J., Roecker A.J., and Cao G.-Q. J. Am. Chem. Soc. 112 (2000) 9968
4. van Gemert B. In: Crano J.C., and Guglielmetti R.J. (Eds). Organic Photochromic and Thermochromic Compounds Vol. 1 (1999), Plenum, New York 111-140 Chapter 3
5. Mannschreck A., Lorenz K., and Schinabeck M. In: Crano J.C., and Guglielmetti R.J. (Eds). Organic Photochromic and Thermochromic Compounds Vol. 1 (1999), Plenum, New York 261-295 Chapter 3
6. Vander Velde S.L., and Jacobsen E.N. J. Org. Chem. 60 (1995) 5830
7. Stocker A., Netscher T., Rüttimann A., Müller R.K., Schneider H., Todaro L.J., Derung G., and Woggon W.-D. Helv. Chim. Acta 77 (1994) 1721
8. Solladie G., and Moine G. J. Am. Chem. Soc. 106 (1984) 6097
9. Harrity J.P.A., Visser M.S., Gleason J.D., and Hoveyda A.H. J. Am. Chem. Soc. 119 (1997) 1488
10. Wipf P., and Weiner W.S. J. Org. Chem. 64 (1999) 5321
11. Lesch B., Toräng J., Vanderheiden S., and Bräse S. Adv. Synth. Catal. 347 (2005) 555
12. Ohnemuller U.K., Nising C.F., Nieger M., and Bräse S. Eur. J. Org. Chem. (2006) 1535
13. Ahrendt K.A., Borths C.J., and MacMillan D.W.C. J. Am. Chem. Soc. 122 (2000) 4243
14. Northrup A.B., and MacMillan D.W.C. J. Am. Chem. Soc. 124 (2002) 2458
15. Wilson R.M., Jen W.S., and MacMillan D.W.C. J. Am. Chem. Soc. 127 (2005) 11616
16. For a collection of reviews on organocatalysis see:. Berkessel A., and Gröger H. Asymmetric Organocatalysis (2005), Wiley-VCH, Weinheim
17. List B. Chem. Commun. (2006) 819
18. Dalko P.I., and Moisan L. Angew. Chem., Int. Ed. 40 (2001) 3726
19. Seayad J., and List B. Org. Biomol. Chem. 3 (2005) 719
20. Houk K.N., and List B. Acc. Chem. Res. 37 (2004) 487
21. Halland N., Hazell R.G., and Jørgensen K.A. J. Org. Chem. 67 (2002) 8331
22. Franzén J., Marigo M., Fielenbach D., Wabnitz T.C., Kjærsgaard A., and Jørgensen K.A. J. Am. Chem. Soc. 127 (2005) 18296
23. Marigo M., Bertelsen S., Landa A., and Jørgensen K.A. J. Am. Chem. Soc. 128 (2006) 5475
24. for a recent review see:. Marigo M., and Jørgensen K.A. Chem. Commun. (2006) 2001
25. Cobb A.J.A., Shaw D.M., and Ley S.V. Synlett 3 (2004) 558
26. Torii H., Nakadai M., Ishihara K., Saito S., and Yamamoto H. Angew. Chem., Int. Ed. 43 (2004) 1983
27. Hartikka A., and Arvidsson P.I. Tetrahedron: Asymmetry 15 (2004) 1831
28. Hartikka A., and Arvidsson P.I. Eur. J. Org. Chem. (2005) 4287
29. Mitchell C.E.T., Cobb A.J.A., and Ley S.V. Synlett 4 (2005) 611
30. Hojabri, L.; Moghaddam, F. M.; Arvidsson, P. I., submitted for publication.
31. Portscheller J.N., Lilley S.E., and Malinakova H.C. Organometallics 22 (2003) 2961
32. Lu G., and Malinakova H.C. J. Org. Chem. 69 (2004) 4701
33. -1; compounds 15, 21, 25, and 26 required a mobile phase of 97:3 hexane-isopropanol and 22-24 required a mobile phase of 80:20 hexane-isopropanol for separation.