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Structure and absolute stereochemistry of 19-epi-(+)-echitoveniline. A new indole alkaloid of the leaves of Alstonia venenata r.br.
P L MAJUMDER, S JOARDAR, B N DINDA, D BANDYOPADHYAY, (NEE SAHA) S JOARDAR, A BASU
Published in -
1981
Volume: 37
   
Issue: 6
Pages: 1243 - 1248
Abstract
19-Epi-(+)-echitoveniline, a new indole alkaloid of the leaves ofAlstonia venenata R.Br., has been shown to possess the structure and absolute stereochemistry represented by 5b on the basis of spectral and chemical evidence. A mechanistic rationale for the dependence of the mode of LAH reduction of the δ-lactone 11 on its configuration at C-19 has been offered. The influence of the C-19 configuration on the chemical shift values of the C-16 carbomethoxy protons in the 19-aroyloxy-(+)-and (-)-vincadifformine alkaloids has been discussed. © 1981.
About the journal
JournalTetrahedron
Publisher-
ISSN0040-4020