Intramolecular α-acylamino radical cyclizations with acylsilanes in the preparation of polyhydroxylated alkaloids: (+)-lentiginosine, (+)-1,8a-di-epi-lentiginosine, and (+)-1,2-di-epi-swainsonine

Autor:	Ming-Jen Chen, Yeun-Min Tsai
Rok vydání:	2007
Předmět:	Swainsonine chemistry.chemical_compound chemistry Stereochemistry Intramolecular force Organic Chemistry Drug Discovery Lentiginosine Stereoselectivity Indolizidine Biochemistry Radical cyclization
Zdroj:	Tetrahedron Letters. 48:6271-6274
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2007.07.021
Popis:	Acylsilanes with latent α-acylamino radical functionality were prepared from different chiral templates. Radical cyclizations of these acylsilanes efficiently constructed polyhydroxylated indolizidine derivatives with excellent stereoselectivity at the bridgehead position. These cyclization products were converted to (+)-lentiginosine, (+)-1,8a-di- epi -lentiginosine, and (+)-1,2-di- epi -swainsonine.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::03d29139cf367972c03b596c77bb92f9 https://doi.org/10.1016/j.tetlet.2007.07.021 Zobrazit plný text záznamu Full Text from ScienceDirect