An approach to preparation of trans-DHQs via ring-opening of meso-N-sulfonylaziridines

Autor:	Jens Mortansson Jelstrup Nolsøe, Paul Müller, David Riegert, David Tanner
Rok vydání:	2011
Předmět:	chemistry.chemical_compound chemistry Nitrile Nucleophile Stereochemistry Enantioselective synthesis General Chemistry Aziridine Ring (chemistry) Metathesis Desymmetrization Catalysis
Zdroj:	Collection of Czechoslovak Chemical Communications. 76:815-828
ISSN:	1212-6950
DOI:	10.1135/cccc2011013
Popis:	As an approach to the enantioselective synthesis of trans-decahydroquinolines (DHQs), desymmetrization of meso-aziridine (5) with various carbon nucleophiles under catalytic conditions was investigated. By applying TMSCN in the presence of YbCl3 and chiral non-racemic ligands, nitrile 13 was obtained with an ee up to 40%. Nitrile 13 was a key intermediate in a novel route to trans-DHQs.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c86601336069619623a9360b23c5a1de https://doi.org/10.1135/cccc2011013 Zobrazit plný text záznamu Plný text ve formátu PDF