A short access to (+)-ptilocaulin

Tetrahedron Letters

Volumn 37, Issue 29, 1996, Pages 5091-5094

  Cossy, Janine ^a   BouzBouz, Samir ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; CYCLOPROPANE; PTILOCAULIN;

ARTICLE; BROMINATION; DIASTEREOISOMER; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; EPOXIDATION; HYDROLYSIS; ISOMER; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; STEREOCHEMISTRY;

EID: 0030586150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01032-5     Document Type: Article

References (19)

1. 1-Harbour, G. C.; Tymiak, A. A.; Rinehart, K. L. Jr; Shaw, P. D.; Hughes, R. G. J.; Mizsak, S. A.; Coats, J. H.; Zurenko, G. E.; Li, L. H.; Kuentzel, S. L. J. Am. Chem. Soc. 1981, 103, 5604-5606.
2. 2-Snider, B. B.; Faith, W. C. Tetrahedron Lett. 1983, 861-863.
3. 3-Hassner, A.; Keshava Murthy, K. S. Tetrahedron Lett. 1986, 27, 1407-1410.
4. 4-Uyehara, T.; Furuta, T.; Kabasawa, Y.; Yamada, J. I.; Kato, T. J. Chem. Soc., Chem. Comm. 1986, 539-540
5. 5-Snider, B. B.; Faith, W. C. J. Am. Chem. Soc. 1984, 106, 1443-1445.
6. 6-Walts, A. E.; Roush, W. R. Tetrahedron 1985, 41, 3463-3479.
7. 7-Asoaka, M; Sakurai, N.; Takei, H. Tetrahedron Lett. 1990, 31, 4759-4760.
8. 8-Cossy, J.; Furet, N. Tetrahedron Lett. 1993, 50, 8107-8110.
9. 9-Cossy, J.; BouzBouz, S., Furet, N. Tetrahedron 1995, 57, 11751-11764.
10. 10-Yadow, V. K.; Kapoor, K. K. Tetrahedron Lett. 1994, 35, 9481-9484.
11. 11-Wender, P. A.; Erhardt, J. M.; Letendre, L. J. J. Am. Chem. Soc. 1981, 103, 2114-2116.
12. 12-Mash, E. A.; Torok, D. S. J. Org. Chem. 1989, 54, 250-253.
13. 3 derivative.
14. 14-Kelly, B. R.; Alward, S. J.; Murty, K. S.; Stothers, J. B. Can. J. Chem. 1978, 56, 2508-2512.
15. 15-Hosomi, A.; Sakurai, H. J. Am. Chem. Soc. 1977, 99, 1673-1675.
16. 16-Männig, D.; Noth, H. Angew. Chem., Int. Ed. Engl. 1985, 10, 878-888.
17. 17-Evans, D. A.; Fu, G. C.; Hoveyda, A. H. J. Am. Chem. Soc. 1992, 114, 6671-6679.
18. 3, 75 MHz) ε: 14.0 (q), 14.2 (q), 22.6 (t), 25.6 (t), 29.6 (t), 33.0 (t), 33.5 (t), 33.8 (t), 39.5 (d), 41.7 (d), 54.5 (d), 134.9 (d), 145.0 (s), 202.0 (s); MS (EI, 70 eV): m/z 206 (26), 180 (50), 166 (100), 108 (80).
19. 3, 75 MHz) δ: 13.0 (q), 19.5 (q), 22.0 (t), 29.2 (t), 31.4 (t), 31.5 (t), 32.8 (t), 33.1 (t), 33.5 (d), 40.1 (d), 55.0 (d), 137.0 (d), 143.5 (s), 203.5 (s) (s); MS (EI, 70 eV): m/z 206 (26), 180 (50), 166 (100), 108 (80).