Total Synthesis of (+-)-Monomorine I and (+-)-Indolizidine 195B by an Aza-[2,3]-Wittig Rearrangement of a Vinylaziridine

Autor:	Peter Somfai, Tomas Jarevång, Ulf M. Lindström, Anette Svensson, M. Hanfland, E. Dooryhee
Rok vydání:	1997
Předmět:	chemistry.chemical_classification Aza Compounds Magnetic Resonance Spectroscopy Ketone Chemistry Stereochemistry General Chemical Engineering Indolizines Total synthesis Indolizidine 2 3-Wittig rearrangement Reductive amination chemistry.chemical_compound Functional group Animals Monomorine I
Zdroj:	Acta Chemica Scandinavica. 51:1024-1029
ISSN:	0904-213X
Popis:	A novel synthesis of (+/-)-monomorine I (1) and (+/-)-indolizidine 195B (2) is described in which the key step is the highly efficient aza-[2,3]-Wittig rearrangement of vinylaziridine 12 into tetrahydropyridine 13. Functional group manipulation then gave ketone 16 which could be converted into the target alkaloids by reductive amination (1:2 1.5:1).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3761fa042b0b158ad6c2ce1a14e7dfa6 https://doi.org/10.3891/acta.chem.scand.51-1024 Zobrazit plný text záznamu