First photosensitized enantiodifferentiating polar addition: Anti-Markovnikov methanol addition to 1,1-diphenylpropene

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 8, 1993, Pages 718-720

  Inoue, Yoshihisa ^a   Okano, Toshinori ^a   Yamasaki, Noritsugu ^a   Tai, Akira ^a  

^a UNIVERSITY OF HYOGO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0343800753     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39930000718     Document Type: Article

References (42)

1. H. Rau, Chem. Rev., 83, 535, For reviews.
2. Y. Inoue, Chem. Rev., 92, 471.
3. G.S. Hammond and R.S. Cole, J. Am. Chem. Soc., 87, 3256.
4. C. Ouannès, R. Beugelmans and G. Roussi, J. Am. Chem. Soc., 95, 8472.
5. G. Balavoine, S. Jugè and H.B. Kagan, Tetrahedron Lett., 4159.
6. Y. Inoue, Y. Kunitomi, S. Takamuku and H. Sakurai, J. Chem. Soc., Chem. Commun., 1024.
7. Y. Inoue, S. Takamuku, Y. Kunitomi and H. Sakurai, J. Chem. Soc., Perkin Trans. 2, 1672.
8. S. Goto, S. Takamuku, H. Sakurai, Y. Inoue and T. Hakushi, J. Chem. Soc., Perkin Trans. 2, 1678.
9. Y. Inoue, T. Yokoyama, N. Yamasaki and A. Tai, J. Am. Chem. Soc., 111, 6480.
10. Y. Inoue, H. Shimoyama, N. Yamasaki and A. Tai, Chem. Lett., 593.
11. Y. Inoue, N. Yamasaki, T. Yokoyama and A. Tai, J. Org. Chem., 57, 1332.
12. Y. Inoue, N. Yamasaki, H. Shimoyana and A. Tai, J. Org. Chem., in the press.
13. Y. Inoue, N. Yamasaki, T. Yokoyama and A. Tai, J. Org. Chem., in the press.
14. O. Piva, F. Henin, J. Muzart and J.-P. Pete, Tetrahedron Lett., 27, 3001.
15. O. Piva, R. Mortezaei, F. Henin, J. Muzart and J.-P. Pete, J. Am. Chem. Soc., 112, 9263.
16. H. Rau and M. Hermann, J. Photochem., 16, 231.
17. H. Rau and R. Ratz, Angew. Chem., 95, 552.
18. H. Rau and R. Ratz, Angew. Chem., Int. Ed. Engl., 22, 550.
19. H. Rau and F. Totter, Photochem. Photobiol., A: Chem., 63, 337.
20. M. Demuth, P.R. Raghavan, C. Carter, K. Nakano and K. Schaffner, Helv. Chim. Acta, 63, 2434.
21. M. Demuth, A. Palomer, H.-D. Sluma, A.K. Dey, C. Kruger and Y.-H. Tsay, Angew. Chem., 98, 1093.
22. M. Demuth, A. Palomer, H.-D. Sluma, A.K. Dey, C. Kruger and Y.-H. Tsay, Angew. Chem., Int. Ed. Engl., 25, 117.
23. N. Hoshi, Y. Furukawa, H. Hagiwara, H. Uda and K. Sato, Chem. Lett., 47.
24. M. Vondenhof and J. Mattay, Chem. Ber., 123, 2457.
25. M. Vondenhof and J. Mattay, Tetrahedron Lett., 31, 985.
26. K. Ohkubo, T. Hamada, T. Inaoka and H. Ishida, Inorg. Chem., 28, 2021.
27. K. Ohkubo, H. Ishida, T. Hamada and T. Inaoka, Chem. Lett., 1545.
28. T. Hikita, K. Tamaru, A. Yamagishi and T. Iwamoto, Inorg. Chem., 28, 2221.
29. K. Okada, H. Sakai, M. Oda, A. Yoshimura and T. Ohno, Tetrahedron Lett., 30, 1091.
30. J.-I. Kim and G.B. Schuster, J. Am. Chem. Soc., 112, 9635.
31. Y. Inoue, T. Okano, N. Yamasaki and A. Tai, J. Photochem. Photobiol., A: Chem., 66, 61.
32. S.L. Mattes and S. Farid, Organic Photochemistry, 4, For reviews, see: A. Padwa, Marcel Dekker, New York, ch. 4.
33. M. Chanon and L. Eberson, Photoinduced Electron Transfer, Part AM. A. Fox, M. Chanon, Elsevier, Amsterdam, ch. 1.11.
34. F.D. Lewis, Part Cch. 4.1.
35. R.A. Neunteufel and D.R. Arnold, J. Chem. Soc., 95, 4080.
36. S.L. Mattes and S. Farid, J. Am. Chem. Soc., 108, 7356.
37. K. Mizuno, I. Nakanishi, N. Ichinose and Y. Otsuji, Chem. Lett., 1095.
38. N. Yamasaki, Y. Inoue, T. Yokoyama, A. Tai, A. Ishida and S. Takamuku, J. Am. Chem. Soc., 113, 1933.
39. E.J. Corey and H.E. Ensley, J. Am. Chem. Soc., 97, 6908.
40. H.E. Ensley, C.A. Parnell and E.J. Corey, J. Org. Chem., 43, 1610.
41. W. Oppolzer, M. Kurth, D. Reichlin, C. Chapuis, M. Mohnhaupt and F. Mollatt, Helv. Chim. Acta, 64, 2802.
42. W.C.M. C. Kokke and F.A. Varkevisser, J. Org. Chem., 39, 1535.