Highly functionalized enantiopure oxatricyclo[3.3.1.04,6]nonanes; Selective opening of an activated cyclopropane ring

Tetrahedron Letters

Volumn 37, Issue 51, 1996, Pages 9187-9188

  Braun, Norbert A ^a   Spitzner, Dietrich ^a  

^a UNIVERSITY OF HOHENHEIM   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO[3.3.1]NONANE DERIVATIVE; CYCLOPROPANE; LACTONE;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; ENANTIOMER; OXIDATION; STEREOCHEMISTRY;

EID: 0030590971     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02182-X     Document Type: Article

References (16)

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3. b) Tietze, L.F.; Beifuss, U. Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131,
4. b) Tietze, L.F.; Beifuss, U. Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131,
5. c) Ihara, M.; Fukumoto, K. Angew. Chem. 1993, 105, 1059-1071; Angew. Chem. Int. Ed. 1993, 1010-1022.
6. c) Ihara, M.; Fukumoto, K. Angew. Chem. 1993, 105, 1059-1071; Angew. Chem. Int. Ed. 1993, 1010-1022.
7. 3): δ = 13.93 (q), 20.35 (q), 23.88 (t, C-4), 24.67 (t, C-3), 25.53 (q), 26.41 (q), 40.44 (s, C-2), 42.24 (s, C-1), 42.52 (d, C-8), 44.15 (d, C-7), 44.73 (d, C-5), 61.02 (t), 70.10 (t, C-5′), 75. 60 (d, C-4′), 107.85 (s, C-2′), 169.42 (s), 210.49 (s, C-6).
8. 4. a) Braun, N. A.; Klein, I.; Spitzner, D.; Vogler, B.; Borrmann, H.; Simon, A. Tetrahedron Lett. 1995, 36, 3675-3678,
9. b) Braun, N. A.; Klein, I.; Spitzner, D.; Vogler, B.; Braun, S.; Borrmann, H.; Simon, A. Liebigs Ann. 1995, 2165-2169.
10. 5. Krow, G. R. Tetrahedron 1981, 37, 2697-2774.
11. 3): δ = 13.75 (q), 20.69 (t, C-8), 23.64 (q), 24.15 (t, C-7), 24.79 (q), 26.21 (q), 29.62 (s, C-6), 33.70 (d, C-9), 37.14 (s, C-5), 39.08 (d, C-4), 61.30 (t), 69.63 (t, C-5′), 74.11 (d, C-1), 75. 68 (d, C-4′), 108.42 (s, C-2′), 168.87 (s, C-3), 169.31 (s).
12. 7. a) Reißig, H.-U. Top. Curr. Chem. 1988, 144, 73-135,
13. b) Reißig, H.-U.; Hirsch, E. Angew. Chem. 1980, 92, 839-840; Angew. Chem. Int. Ed. Engl. 1980, 19, 813,
14. b) Reißig, H.-U.; Hirsch, E. Angew. Chem. 1980, 92, 839-840; Angew. Chem. Int. Ed. Engl. 1980, 19, 813,
15. c) Wenkert, E. Acc. Chem. Res. 1980, 13, 27-31.
16. 3): δ = 24.59 (q), 26.50 (q), 27.82 (q), 28.18 (t, C-8), 33.37 (t, C-7). 37.76 (t, C-4), 48.26 (d, C-9), 58.36 (s, C-5), 71.66 (t, C-5′), 73.83 (d, C-1), 75.05 (d, C-4′), 83.57 (s). 108.96 (s, C-2′), 167.84 (s), 168.54 (s, C-3), 205.00 (s. C-6).