Rearrangement approach to bridgehead substitution of 1-methoxybicyclo[2.2.2]oct-5-en-2-ones

Journal of the American Chemical Society

Volumn 111, Issue 18, 1989, Pages 7264-7265

  Uyehara, Tadao ^a   Osanai, Kiyoshi ^a   Sugimoto, Mika ^a   Suzuki, Ichiro ^a   Yamamoto, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001178746     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00200a058     Document Type: Article

References (8)

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3. Uyehara, T.; Yamada, J.; Ogata, K.; Kato, T. Bull. Chem. Soc. Jpn. 1985, 58, 211–216. Uyehara, T.; Yamada, J.; Kato, T.; Bohlmann, F. Bull. Chem. Soc. Jpn. 1985, 58, 861–867. Uyehara, T.; Kabasawa, Y.; Furuta, T.; Kato, T. Bull. Chem. Soc. Jpn. 1986, 59, 539–543. Uyehara, T.; Kabasawa, Y.; Kato, T. Bull. Chem. Soc. Jpn. 1986, 59, 2521–2528. Uyehara, T.; Yamada, J.; Furuta, T.; Kato, T.; Yamamoto, Y. Tetrahedron 1987, 43, 5605–5620. Uyehara, T.; Furuta, T.; Kabasawa, Y.; Yamada, J.; Kato, T.; Yamamoto, Y. J. Org. Chem. 1988, 54, 3669–3673.
4. For a review, see: Ranganathan, S.; Ranganathan, D.; Mehrotra, A. K. Synthesis 1977, 289–296.
5. Evans, D. A.; Scott, W. L.; Truesdale, L. K. Tetrahedron Lett. 1972, 121–124. Birch, A. J.; Dastur, K. P. Tetrahedron Lett. 1972, 4195-4198; J. Chem. Soc., Perkin Trans. 1 1973, 1650–1652. Monti, S. A.; Chen, S.-C.; Yang, Y.-L.; Yuan, S.-S.; Bourgeois, O. P. J. Org. Chem. 1978, 43, 4062–4069.
6. Similar conversion of a 1-methoxybicyclo[2.2.2]oct-5-en-2-one into a 1-hydroxybicyclo[3.2.1]oct-3-en-2-one, see: Monti, S. A.; Dean, T. R. J. Org. Chem. 1982, 47, 2679–2681.
7. Isolation: Connolly, J. D.; Harding, A. E.; Thornton, I. M. S. J. Chem. Soc., Chem. Commun. 1970, 1320-1321; J. Chem. Soc., Perkin Trans. 1 1974, 2487–2493.
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