Total syntheses of vincadifformine, 3-oxovincadifformine, pseudo- and 20-epi-pseudovincadifformine, tabersonine, and Δ18-tabersonine through radical reactions and heck reactions

Journal of Organic Chemistry

Volumn 61, Issue 17, 1996, Pages 6001-6008

  Kuehne, Martin E ^a   Wang, Tiansheng ^a   Seaton, Pamela J ^a  

^a UNIVERSITY OF VERMONT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 OXOVINCADIFFORMINE; DELTA18 TABERSONINE; PSEUDOVINCADIFFORMINE; TABERSONINE; UNCLASSIFIED DRUG; VINCA ALKALOID; VINCADIFFORMINE;

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

EID: 0029797895     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960607r     Document Type: Article

References (16)

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16. While the second reaction step would require a 5-endo-trig cyclization, it should be noted that an analogous formation of the vindolinine skeleton has been accomplished by a reductive cyclization of 19-iodotabersonine with sodium: Hugel, G.; Cartier, D.; Lévy, J. Tetrahedron Lett. 1989, 30, 4513.