Is circularly polarized light an effective reagent for asymmetric synthesis?

Mini-Reviews in Organic Chemistry

Volumn 2, Issue 3, 2005, Pages 203-209

  Pagni, Richard M ^a   Compton, Roberto N ^a  

^a UNIVERSITY OF TENNESSEE   (United States)

Author keywords

Asymmetric synthesis; Circularly polarized light; Multiphoton excitation

Indexed keywords

LIGHT POLARIZATION; SYNTHESIS (CHEMICAL);

ASYMMETRIC SYNTHESIS; BIOTICS; CIRCULARLY POLARIZED LIGHT; LEFTHANDED; MULTIPHOTON EXCITATION; OPTICALLY ACTIVE MOLECULES; PHOTOREACTIONS; RIGHT HANDED;

CIRCULAR POLARIZATION;

EID: 33744948916     PISSN: 1570193X     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570193054368891     Document Type: Review

References (49)

1. Knowles, W. S.; Noyori, R.; Sharpless, K. B. 2001.
2. Turro, N. J.; Lee, T.-J. J. Am. Chem. Soc. 1970, 92, 7467.
3. Schuster, D. I.; Resnick, B. M. J. Am. Chem. Soc. 1974, 96, 6223.
4. Joy, A.; Ramamurthy, V. Chem.-Eur. J. 2000, 6, 1287
5. Leibovitch, M.; Olovsson, G.; Scheffer, J. R.; Trotter, J. Pure Appl. Chem. 1997, 69, 815.
6. Michl, J.; Thulstrup, E. W. Spectroscopy with Polarized Light - Solute Alignment by Photoselection, in Liquid Crystals, Polymers, and Membranes VCH: New York, 1986.
7. Feynman, R.P. QED: The Strange Theory of Light and Matter Princeton University Press: Princeton, NJ, 1985.
8. Avalos, M.; Babiano, R.; Cintas, P.; Jimenez, J. L.; Palacios, J. C.; Barron, L. D. Chem. Rev. 1998, 98, 2391.
9. Feringa, B. L.; van Delden, R. A. Angew Chem. Int. Ed. 1999, 38, 3418.
10. Compton, R. N.; Pagni, R. M. Adv. Atom. Mol. Opt. Phys. 2002, 48, 219.
11. Jorissen, A.; Cerf, C. Origins of Life and Evolution of the Biosphere 2003, 32, 129.
12. Bonner, W. A. Origins of Life and Evolution of the Biosphere 1992, 21, 407.
13. Bonner, W. A.; Rubenstein, E. Bio. Systems 1987, 20, 99.
14. Balavoine, G.; Moradpour, A.; Kagan, H. B. J. Am. Chem. Soc. 1974, 96, 5152.
15. Kagan, H. B.; Balavoine, G.; Moradpour, A. J. Mol. Evol. 1974, 4, 41.
16. Flores, J. J.; Bonner, W. A.; Massey, G. A. J. Am. Chem. Soc. 1977, 99, 3622.
17. Nishino, H.; Kosaka, A.; Hembury, G. A.; Aoki, F.; Miyauchi, K.; Shitomi, H.; Onuki, H.; Inoue, Y. J. Am. Chem. Soc. 2002, 124, 11618.
18. Inoue, Y.; Tsuneishi, H.; Hakushi, T.; Yagi, K.; Awaza, K.; Onuki, H. Chem. Commun. 1996, 2627.
19. Zandomeneghi, M.; Cavazza, M.; Pietra, F. J. Am. Chem. Soc. 1984, 106, 7261.
20. Schippers, P. H.; Dekkers, H. P. J. M. Perkin Trans. 2 1982, 1429.
21. Suarez, M.; Schuster, G. B. J. Am. Chem. Soc. 1995, 117, 6732.
22. Kohtani, S.; Sugiyama, M.; Fujiwara, Y.; Tanimoto, Y.; Nakagaki, R. Bull. Chem. Soc. Jpn. 2002, 75, 1223.
23. Radziszewski, J. G.; Downing, J. W.; Jawdosiuk, M.; Kovacic, P.; Michl, J. J. Am. Chem. Soc. 1985, 107, 594.
24. Shibata, T.; Yamamoto, J.; Matsumoto, N.; Yonekabo, S.; Osanai, S.; Soai, K. J. Am. Chem. Soc. 1998, 120, 12157.
25. Pagni, R. M.; Bartmess, J. Chirality 2003, 15, 772. Erratum: Chirality 2004, 16, 137.
26. Gao, F.; Boyles, D.; Sullivan, R.; Compton, R. N.; Pagni, R. M. J. Org. Chem. 2002, 9361.
27. Pagni, R. M. Unpublished results.
28. Shimizu, Y.; Kawanishi, S. Chem. Commun. 1996, 819.
29. Shimizu, Y.; Kawanishi, S. Chem. Commun. 1996, 1333.
30. Shimizu, Y. Perkin Trans. 1 1997, 1275.
31. Shimizu, Y. Laser Chem. 1999, 18, 143.
32. Gao, F.; Pagni, R. M.; Compton, R. N. Chem. Commun. 2003, 1584.
33. Atkins, P.D.; Barron, L.D. Proc. R. Soc. London A 1968, 304, 303. See also Atkins, P.W.; Wooley, R.G., J. Chem. Soc. A, 1969, 516.
34. Gedanken, A.; Tamir, M. Rev. Sci. Instrum. 1987, 58, 950.
35. Cameron, R.; Tabisz, G.C. Molecular Physics 1997, 90, 158.
36. Mesnil, H.; Bache, F. Phys. Rev. Lett. 2000, 85, 4257:
37. Mesnil, H., Schanne-Klein, M.C.; Bache, F.; Alexandre, M.; Lemercier, G.; Andraud, C. Phys. Rev. 2002, 66, 013802-1.
38. Ritchie, B. Phys. Rev. A, 1976, 13, 1411.
39. Appling, J.R.; White, M.G.; Dubs, R.L.; Dixit, S.N.; McKoy, V. J. Chem. Phys. 1987, 87, 6927.
40. Westphal, C.; Bansmann, J.; Getzlaff, M.; Schonhense, G. Phys. Rev. Lett. 1989, 63, 151.
41. Verbiest, T.; Kauranen, M.; Van Rompaey, Y.; Persoons, A. Phys. Rev. Lett. 1986, 77, 1456.
42. Fujimura, Y.; Gonzalez, L.; Hoki, K.; Manz, J.; Ohtsuki, Y. Chem. Phys. Lett. 1999, 306, 1.
43. Gonzalez, L.; Kroner, D. J. Chem. Phys. 2001, 115, 2519.
44. Brumer, P.; Shapiro, M. Acc. Chem. Res. 1989, 22, 407.
45. Brumer, P.; Frishman, E.; Shapiro, M. Phys. Rev. 2001, 65, 015401; Phys. Rev. Lett. 2000, 84, 1669.
46. Shapiro, M.; Brumer, P. J. Chem. Phys. 1991, 95, 8658.
47. tevenson, K. L.; Verdieck, J. F. Mol. Phys. 1969, 1, 271.
48. Rikken, G. L. J. A.; Raupach, E. Nature 2000, 405, 932.
49. Van Wüllen, L. Chem. Phys. Chem. 2001, 2, 107.