A new fluoride-mediated 1,2-sulfonyl shift on cyclopropane

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1781-1782

  Yoshimatsu, Mitsuhiro ^a   Konishi, Keiko ^a   Tanabe, Genzoh ^b   Muraoka, Osamu ^b  

^a GIFU UNIVERSITY   (Japan)

^b KINKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYL GROUP; CYCLOPROPANE DERIVATIVE; FLUORIDE; SULFONE DERIVATIVE; THIOL GROUP;

ARTICLE; CHEMICAL REACTION; FLUORINATION; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY; TRANS ISOMER;

EID: 0032568237     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00043-4     Document Type: Article

References (10)

1. 1. Ogura, K.; Iihama, T.; Kiuchi, S.; Kajiki, T.; Koshikawa, O.; Takahashi, K.; Iida, H. J. Org. Chem., 1986, 51, 700-705. Padwa, A.; Bullock, W. H.; Dyszlewski, A. D. Tetrahedron Lett., 1987, 28, 3193-3196.
2. 1. Ogura, K.; Iihama, T.; Kiuchi, S.; Kajiki, T.; Koshikawa, O.; Takahashi, K.; Iida, H. J. Org. Chem., 1986, 51, 700-705. Padwa, A.; Bullock, W. H.; Dyszlewski, A. D. Tetrahedron Lett., 1987, 28, 3193-3196.
3. 2. Bordwell, F. G.; Pagani, G. A. J. Am. Chem. Soc., 1975, 97, 118-123.
4. 3. Inomata, K.; Yamamoto, T.; Kotake, H. Chem. Lett., 1981, 1357-1360. Julia, M.; Nel, M.; Righini, A.; Uguen, D. J. Organomet. Chem., 1982, 235, 113-120.
5. 3. Inomata, K.; Yamamoto, T.; Kotake, H. Chem. Lett., 1981, 1357-1360. Julia, M.; Nel, M.; Righini, A.; Uguen, D. J. Organomet. Chem., 1982, 235, 113-120.
6. 4. Baechler, R. D.; Bentley, P.; Deuring, L.; Fisk, S. Tetrahedron Lett., 1982, 23, 2269-2272.
7. 5. Ogura, K.; Yahata, N.; Fujimori, T.; Fujita, M. Tetrahedron Lett., 1990, 31, 4621-4624.
8. 6. Trost, B. M.; Cossy, J.; Burks, J. J. Am. Chem. Soc., 1983, 105, 1052-1053.
9. 7. The results of the NOE experiments for compounds 2a and 2e are shown as follows. (equation presented)
10. 8. The reaction intermediates 4, 5a and 5b are shown as follows. (equation presented)