Diastereoselective addition of higher order cuprates and zinc-copper reagents to imines derived from (S)-1-phenylethylamine

Autor:	Marco Bandini, Achille Umani‐Ronchi, Marzia Villa, Pier Giorgio Cozzi
Rok vydání:	1999
Předmět:	chemistry.chemical_compound chemistry 1-Phenylethylamine Reagent Organic Chemistry Drug Discovery Organic chemistry chemistry.chemical_element Cuprate Zinc Biochemistry Medicinal chemistry Copper
Zdroj:	Tetrahedron. 55:8103-8110
ISSN:	0040-4020
Popis:	The diastereoselective addition of higher order (H.O.) cuprates and zinc-copper reagents to aliphatic and aromatic chiral imines derived from ( S )-1-phenylethylamine was examined. Aliphatic chiral imines react with (Allyl) 2 CuCNLi 2 and (n-Bu) 2 Cu(CN)Li 2 in the presence of BF 3 ·Et 2 O and Me 3 SiCl in high diastereoselection, while c-C 6 H 11 Cu(CN)ZnI and AllylCu(CN)ZnBr afford chiral amines in comparable yields without additives. Moreover the synthesis of a key intermediate towards a δ-amino-acid was reported.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::557c9b676f042eefc98527546c3679b8 https://doi.org/10.1016/s0040-4020(99)00418-4 Zobrazit plný text záznamu Full Text from ScienceDirect