Stereoselective Anionic Cyclizations to Pyrrolidines

Autor:	Iain Coldham, Richard Hufton, Richard E. Rathmell
Rok vydání:	1997
Předmět:	Chiral auxiliary chemistry.chemical_compound Nitrogen atom Chemistry Organic Chemistry Drug Discovery Stereoselectivity Biochemistry Medicinal chemistry Cis–trans isomerism
Zdroj:	Tetrahedron Letters. 38:7617-7620
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(97)01808-x
Popis:	Cyclization of α-amino-organolithiums onto unactivated alkenes results in the formation of 2,4-disubstituted pyrrolidines with high selectivities in favour of the cis isomers. The use of the α-methylbenzyl chiral auxiliary on the nitrogen atom gives rise to 3-substituted pyrrolidines with up to 58% d.e. Without the chiral auxiliary, enantioselectivities in the presence of (−)-sparteine are poor. © 1997 Elsevier Science Ltd.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4d4b437310d3537f291777dcb29dacf5 https://doi.org/10.1016/s0040-4039(97)01808-x Zobrazit plný text záznamu Full Text from ScienceDirect