Divergent pathways in the intramolecular reactions between rhodium-stabilized vinylcarbenoids and pyrroles: Construction of fused tropanes and 7-azabicyclo[4.2.0]octadienes

Journal of Organic Chemistry

Volumn 61, Issue 7, 1996, Pages 2305-2313

  Davies, Huw M L ^a   Matasi, Julius J ^a   Ahmed, Gulzar ^a  

^a UNIVERSITY AT BUFFALO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

TROPANE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030003579     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952127q     Document Type: Article

References (42)

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8. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
9. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
10. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
11. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
12. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
13. For other approaches to the tropane skeleton, see (a) Willstätter, R. Ber. 1896, 29, 936. (b) Willstätter, R. Justus Liebigs Ann. Chem. 1903, 326, 23. (c) Robinson, R. J. Chem. Soc. 1917, 111, 762. (d) Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. J. Am. Chem. Soc. 1978, 100, 1786. (e) Tufariello, J. J.; Trybuiski, E, J. J. Chem. Soc., Chem. Commun. 1973, 720. (f) Iida, H.; Watanabe, Y.; Kibayashi, C. J. Org. Chem. 1985, 50, 1818. (g) Petersen, J. S.; Toteberg-Kaulen, S.; Rapoport, H. J. Org. Chem. 1984, 49, 2948.
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