Aminyl radical cyclization by means of anodic oxidation. Stereoselective synthesis of -1-methyl-2,5-disubstituted pyrrolidines

Autor:	Masao Tokuda, Toshiya Takagi, Hiroshi Suginome, Yasufumi Yamada, Akio Furusaki
Rok vydání:	1985
Předmět:	Ammonium bromide Chemistry Stereochemistry Radical Organic Chemistry chemistry.chemical_element Crystal structure Electrochemistry Biochemistry Medicinal chemistry Radical cyclization chemistry.chemical_compound Drug Discovery Stereoselectivity Lithium Platinum
Zdroj:	Tetrahedron Letters. 26:6085-6088
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)95132-3
Popis:	Neutral aminyl radicals generated by anodic oxidation of lithium alkenylamides 2 undergo a stereoselective cyclization to give cis -1-methyl-2,5-disubstituted pyrrolidines 4. Their cis stereochemistry was confirmed by a comparison with trans -1,2-dimethyl-5-phenylpyrrolidine, the structure of which was established by X-ray crystallographic analysis of its quarternary ammonium bromide 6.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::649ea5e4b52bf6fd13759da0eae55a5c https://doi.org/10.1016/s0040-4039(00)95132-3 Zobrazit plný text záznamu