A Concise Synthesis of Coronafacic Acid via Ring Closing Olefin Metathesis

Synlett

Volumn 1996, Issue 6, 1996, Pages 505-506

  Hölder, Swen ^a   Blechert, Siegfried ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0039183357     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5473     Document Type: Article

References (15)

1. (a) Mitchell, R.E.; Young, H. Phytochemistry 1978, 17, 2028.
2. (b) Ferguson, I.B.; Mitchell, R.E. Plant Physiol. 1985, 77, 969.
3. Weiler, E.W.; Kutchan, T.M.; Gorba, T.; Brodschelm, W.; Niesel, U.; Bublitz, F. FEBS Letters 1994, 345, 9.
4. For a recent review about applications of ring closing olefin metathesis see (a) Schmalz, H.-G. Angew. Chem. 1995, 107, 1981; Angew. Chem. Int. Ed. Engl. 1995, 34, 1833. (b) Grubbs, R.H.; Miller, S.J.; Fu, G.C. Acc. Chem. Res. 1995, 28, 446.
5. For a recent review about applications of ring closing olefin metathesis see (a) Schmalz, H.-G. Angew. Chem. 1995, 107, 1981; Angew. Chem. Int. Ed. Engl. 1995, 34, 1833. (b) Grubbs, R.H.; Miller, S.J.; Fu, G.C. Acc. Chem. Res. 1995, 28, 446.
6. For a recent review about applications of ring closing olefin metathesis see (a) Schmalz, H.-G. Angew. Chem. 1995, 107, 1981; Angew. Chem. Int. Ed. Engl. 1995, 34, 1833. (b) Grubbs, R.H.; Miller, S.J.; Fu, G.C. Acc. Chem. Res. 1995, 28, 446.
7. 13C NMR, MS, UV, IR).
8. Kataoka, H.; Yamada, T.; Goto, K.; Tsuji, J. Tetrahedron 1987, 43, 4107.
9. Oppolzer, W.; Heloud, R.P.; Bernardinelli, G.; Baettig, K. Tertrahedron Lett. 1983, 24, 4975.
10. Fu, G.C.; Nguyen, S.T.; Grubbs, R.H. J. Am. Chem. Soc. 1993, 115, 9856.
11. Fu, G.C.; Grubbs, R.H. J. Am. Chem. Soc. 1992, 114, 5426.
12. 2) was used (Strem).
13. Fu, G.C.; Grubbs, R.H. J. Am. Chem. Soc. 1993, 115, 3800.
14. 4): calcd 266.1518 found 266.1518.
15. For earlier syntheses of coronafacic acid 2 see Mehta, G.; Praveen, M. J. Chem. Soc, Chem. Commun. 1993, 1573, and references cited herein.