Stereoselective synthesis of methyl 3α-ethyl-1,2,3,4,6,7,12,12bβ-octahydroindolo[2,3-a]quinolizine-1α-carboxylate: A key intermediate for the preparation of tacamine-type indole alkaloids

Autor:	Arto Tolvanen, Kimmo Karinen, Mauri Lounasmaa, David Din Belle
Rok vydání:	1996
Předmět:	Indole test chemistry.chemical_compound Stereochemistry Chemistry Organic Chemistry Drug Discovery Quinolizine Stereoselectivity Carboxylate Biochemistry Catalytic hydrogenation
Zdroj:	Tetrahedron Letters. 37:1513-1516
ISSN:	0040-4039
Popis:	Methyl 3α-1,2,3,4,6,7,12,12bβ-cotahydroindolo[2,3- a ]quinolizine-1α-carboxylate ( 6 ), a key intermediate for the synthesis of tacamine-type indole alkaloids, was prepared in six simple steps from methyl 5-(1′-hydroxyethyl)nicotinate ( 7 ). The last step was the catalytic hydrogenation of the two ethylidene isomers 14 and 15 , both of which gave the target ester stereoselectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1c904367f9a61392e07073e58ab90d11 https://doi.org/10.1016/0040-4039(96)00052-4 Zobrazit plný text záznamu Full Text from ScienceDirect