A Facile Oxy-Cope Rearrangement Route to Functionalized Bicyclo[5.3.1]undecane Ring System Present in Taxol and Vinigrol Diterpenoids

Synlett

Volumn 1996, Issue 7, 1996, Pages 625-627

  Mehta, Goverdhan ^a   Reddy, K Subba ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009504960     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5557     Document Type: Article

References (13)

1. Wani, M.C.; Taylor, H.L.; Wall, M.E.; Coggon, P.; McPhail, A.T. J. Am. Chem. Soc., 1971, 93, 2325;
2. For a recent reviews on taxane synthesis, see: (a) Swindell, C. S. Org. Prep. Proced. Int. 1991, 23, 465.; (b) Boa, A.N.; Jenkins, P.R.; Lawrence, N.J. Contemp. Org. Syn., 1994, 1, 47.
3. For a recent reviews on taxane synthesis, see: (a) Swindell, C. S. Org. Prep. Proced. Int. 1991, 23, 465.; (b) Boa, A.N.; Jenkins, P.R.; Lawrence, N.J. Contemp. Org. Syn., 1994, 1, 47.
4. Uchida, I.; Ando, T.; Fukami, N.; Yoshida, K.; Hashimoto, M.; Tada, T.; Koda, S.; Morimoto, Y. J. Org. Chem., 1987, 52, 5292;
5. For a synthetic approach to the ring system, see: Devaux, J-F.; Hanna, I.; Lallemand, J-Y.; Prange, T. J. Org. Chem., 1993, 58, 2350.
6. (a) Martin, S.F.; White, J.B.; Wagner, R. J. Org. Chem., 1982, 47, 3190 and references cited therein;
7. (b) For recent examples, see: Thielemann, W.; Schafer, H.J.; Kotila, S. Tetrahedron, 1995, 51, 12027 and Kumar, P.; Rao, A.T.; Pandey, B. Tetrahedron Lett., 1995, 36, 3397.
8. (b) For recent examples, see: Thielemann, W.; Schafer, H.J.; Kotila, S. Tetrahedron, 1995, 51, 12027 and Kumar, P.; Rao, A.T.; Pandey, B. Tetrahedron Lett., 1995, 36, 3397.
9. For a recent review, see: Paquette, L.A. Angew. Chem. Int. Ed. Engl., 1990, 29, 609.
10. Mehta, G.; Barone, R.; Azario, P.; Barberis, F.; Arbelot, M.; Chanon, M. Tetrahedron, 1992, 48, 8953 and references cited therein.
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12. 2).
13. Carlsen, P.H.; Katsuki, T.; Martin, V.S.; Sharpless, K.B, J. Org. Chem., 1981, 46, 3936.