A Highly Stereoselective Synthesis of a Tetrahydrofluorene via a Domino Claisen Rearrangement Hetero-Ene Reaction

Synlett

Volumn 1996, Issue 3, 1996, Pages 283-284

  Lambrecht, S ^a   Schafer H J ^a   Frohlich R ^a   Grehl, M ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038743686     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5373     Document Type: Article

References (18)

1. P. Wipf in Comprehensive Organic Synthesis (Ed.: B. M. Trost, I. Fleming), Vol. 5, Pergamon Press: Oxford, 1991, pp. 826-873.
2. For a recent review about morphine alkaloids see: C. Szántay, G. Dörnyei, G. Blaskó, The Alkaloids 1994, 45, 127-232.
3. J.-M. Vierfond, A. Reynet, H. Moskowitz, C. Thal, Synth. Commun. 1992, 22, 1783-1792.
4. 3 requires C, 72.39; H, 6.94 %.
5. X-ray diffraction analysis of tetrahydrofluorene 4; further details of the crystal structure investigations are available from the Fachinformationszentrum Karlsruhe, Gesellschaft fur wissenschaftlich-technische Information mbH, D-76344 Eggenstein-Leopoldshafen, on quoting the deposition number CSD-404410 SCF-104, the names of the authors, and the journal citation.
6. W. Oppolzer, V. Snieckus Angew. Chem 1978, 90, 506-516; Angew. Chem. Int. Ed Engl. 1978, 17, 476-486.
7. W. Oppolzer, V. Snieckus Angew. Chem 1978, 90, 506-516; Angew. Chem. Int. Ed Engl. 1978, 17, 476-486.
8. H. M. R. Hoffmann, Angew. Chem 1969, 81, 597-618; Angew. Chem. Int. Ed. Engl. 1969, 8, 556-571.
9. H. M. R. Hoffmann, Angew. Chem 1969, 81, 597-618; Angew. Chem. Int. Ed. Engl. 1969, 8, 556-571.
10. W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press: Oxford, 1990, pp. 241-268.
11. T. Kametani, H. Kondon, T. Honda, H. Ishizone, Y. Suzuki, W. Mori, Chem. Lett., 1989, 901-904.
12. 3 requires C, 69.04; H, 7.97 %.
13. X-ray diffraction analysis of phenol 6; further details of the crystal structure investigations are available from the Fachinformationszentrum Karlsruhe, Gesellschaft für wissenschaftlich-technische Information mbH, D-76344 Eggenstein-Leopoldshafen, on quoting the deposition number CSD404411 SCF-164, the names of the authors, and the journal citation.
14. For a review on Tandem and domino reactions see L.F. Tietze, U. Beifuss, Angew. Chem 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
15. For a review on Tandem and domino reactions see L.F. Tietze, U. Beifuss, Angew. Chem 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
16. T. Mandai. S. Matsumoto, M. Kohama, M. Kawada, J. Tsuji, S. Saito, T. Moriwake, J. Org. Chem. 1990, 55, 5671-5673.
17. F.E. Ziegler, J.J. Mencel, Tetrahedron Lett. 1984, 25, 123-126.
18. K. Mikami, K. Takahashi, T. Nakai, J. Am. Chem. Soc. 1990, 112, 4035-4037.