Biomimetic synthesis of koumine skeleton: Partial synthesis of 11-methoxykoumine ( gelsemium-type alkaloid ) from 18-hydroxygardnerine

Autor:	Shin-ichiro Sakal, Masaki Yokota, Mariko Kitajima, Sumphan Wongseripatana, Norio Aimi, Dhavadee Ponglux, Etsuji Yamanaka
Rok vydání:	1986
Předmět:	chemistry.chemical_classification Indole test Allylic rearrangement biology Indole alkaloid Stereochemistry Organic Chemistry biology.organism_classification Biochemistry Catalysis Gelsemium Polycyclic compound chemistry Biomimetic synthesis Intramolecular force Drug Discovery Organic chemistry
Zdroj:	Tetrahedron Letters. 27:4585-4588
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)85010-8
Popis:	11-Methoxykoumine (13) was derived from 18-hydroxygardnerine (4) through C-C intramolecular bond formation by Pdo catalysis between the indole part and allylic cation in an indole alkaloid. This is first example of the proof for the biogenetic route of koumine skeleton.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a8fd174f4cae8d1d1ca7c9906f6c1023 https://doi.org/10.1016/s0040-4039(00)85010-8 Zobrazit plný text záznamu