Reverse regioselective photosensitized nncleophilic addition of arylcyclopropanes

Tetrahedron Letters

Volumn 39, Issue 7, 1998, Pages 647-650

  Wu, Jin Yi ^a   Mai, Jing Chen ^a   Pan, Kai ^a   Ho, Tong Ing ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; CYCLOPROPANE DERIVATIVE;

ARTICLE; ELECTRON TRANSPORT; PHOTOCHEMISTRY;

EID: 0032510094     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10708-0     Document Type: Article

References (14)

1. 1. (a) Ho, T. I. and Chow, Y. L., In Supplement F2: The chemistry of amino, nitroso, nitro and related groups, Patai, S. and Rappoport, Z., Eds.; John Wiley and Sons: Chichester, 1996; Part 2, Chapter 15.
2. (b) Yasuda, M.; Isami, T.; Kubo, J.; Mizutani, M.; Yamashita, T.; Shima, K. J. Org. Chem. 1992, 57, 1351-54.
3. 2. Hixson, S. S.; Franke, L. A. J. Org. Chem. 1988, 53, 2706-11.
4. 3. Zimmerman, H. E.; Heydinger, J. A. J. Org. Chem. 1991, 56, 1747-58.
5. 4. Dinnocenzo, J. P., Simpson, T. R.; Zuilhof, H.; Todd, W. P.; Heinrich, T. J. Am. Chem. Soc. 1997, 119, 987-93.
6. 5. Mazzocchi, P. H.; Somich, C.; Edwards, M.; Morgan, T.; Ammon, H. L. J. Am. Chem. Soc. 1986, 108, 6828-29.
7. 6. Mizuno, K.; Ogawa, J.; Otsuji, Y. Chem. Lett. 1981, 741-44.
8. 7. Rao, V. R.; Hixson, S. S. J. Am. Chem. Soc. 1979, 101, 6458-59.
9. 8. Wong, P. C.; Arnold, D. R. Tetrahedron Lett. 1979, 2101-04.
10. 9. Bordwell, F. G.; Zhang, X.-M; Alnajjar, M. S. J. Am. Chem. Soc. 1992, 114, 7623-29.
11. 3) δ 7.68-7.64 (m, 2H), 7.44-7.40 (m, 2H), 5.89 (dd, J= 9.6, 3.7 Hz, 1H), 4.42 (dd, J= 9.9, 3.6 Hz, 1H), 3.21 (s, 3H), 2.50 (ddd, J= 13.3, 9.9, 3.7 Hz, 1H), 2.35 (ddd, J= 13.3, 9.6, 3.6 Hz, 1H).
12. 11. Rehm, D.; Weller, A. Isr. J. Chem. 1970, 8, 259-71.
13. 3) δ 7.41-7.37 (m, 5H), 5.92 (dd, J= 9.2, 3.8 Hz, 1H), 4.96 (dd, J= 9.5, 3.8 Hz, 1H), 2.66 (ddd, J = 13.2, 9.2, 3.8 Hz, 1H), 2.47 (ddd, J= 13.2, 9.5, 3.8 Hz, 1H).
14. 3) δ 7.32-7.20 (m, 5H), 5.93 (dd, J = 9.4, 3.9 Hz, 1H), 4.47 (dd, J = 9.7, 3.8 Hz, 1H), 3.47-3 25 (m, 2H), 2.62 (ddd, J= 13.5, 9.7, 3.9 Hz, 1H), 2.36 (ddd, J= 13.5, 9.4, 3.8 Hz. 1H), 1.16 (t, J= 7.0 Hz, 3H).