Solvent-mediated selective single and double ring-opening of N-tosyl-activated aziridines using benzylamine

Autor:	D. Vaughan Griffiths, J. Erik W. Scheuermann, Gennadiy Ilyashenko, Michael Watkinson
Rok vydání:	2002
Předmět:	Organic Chemistry Enantioselective synthesis Aziridine Combinatorial chemistry Catalysis Inorganic Chemistry Solvent chemistry.chemical_compound Benzylamine chemistry Tosyl Diamine Organic chemistry Physical and Theoretical Chemistry Selectivity Acetonitrile
Zdroj:	Tetrahedron: Asymmetry. 13:269-272
ISSN:	0957-4166
DOI:	10.1016/s0957-4166(02)00102-7
Popis:	An efficient methodology has been developed for the synthesis of a series of new diamine 2 and triamine ligands 3 for application in asymmetric catalysis via selective single or double ring-opening of tosylaziridines 1, which are derived from chiral pool amino acids. The selectivity of the ring-opening reaction is readily controlled by the solvent employed. Thus, in acetonitrile formation of secondary amines 2 occurs via a single ring-opening step, whilst in methanol the reactions proceed to give the tertiary amines 3 via the ring-opening of two aziridine molecules.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::da760b01c49a27838d938a5a4cfd65a1 https://doi.org/10.1016/s0957-4166(02)00102-7 Zobrazit plný text záznamu Full Text from ScienceDirect