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Volumn 70, Issue 6, 2005, Pages 2206-2218

Cycloaddition chemistry of 2-vinyl-substituted indoles and related heteroaromatic systems

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CATALYSIS; CATALYSTS; CHEMICAL BONDS; CONFORMATIONS; MOLECULAR DYNAMICS; OLEFINS; RHODIUM; SUBSTITUTION REACTIONS;

EID: 15444366308     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo047834a     Document Type: Article
Times cited : (66)

References (117)
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    • note
    • The conversion of 7 to 4 via 8 would require a number of additional steps including an oxabicyclic ring opening followed by double-bond isomerization as well as an eventual intramolecular nucleophilic N-C bond formation.
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    • Indole is quite a good dienophile in inverse electron-demand Diels-Alder cycloadditions; (a) Lee, L.; Snyder, J. K. Advances in Cycloaddition Chemistry; Harmata, M., Ed.; JAI Press: 1999; Vol. 6, p 119. (b) Padwa, A.; Hertzog, D. L.; Nadler, W. R. J. Org. Chem. 1994, 59, 7072.
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