Enantiomerically enriched (R)- and (S)-α-methylphenylalanine via asymmetric PTC C-alkylation catalysed by NOBIN

Autor:	N. S. Ikonnikov, Konstantin A. Kochetkov, Tatiana D. Churkina, Henri B. Kagan, Yuri N. Belokon, Stepan Vyskocil
Rok vydání:	1999
Předmět:	Alanine chemistry.chemical_classification Aldimine Organic Chemistry Alkylation Toluene Catalysis Inorganic Chemistry chemistry.chemical_compound Enantiopure drug chemistry NOBIN Organic chemistry Physical and Theoretical Chemistry
Zdroj:	Tetrahedron: Asymmetry. 10:1723-1728
ISSN:	0957-4166
Popis:	Enantiopure 2-hydroxy-2′-amino-1,1′-binaphthyl (NOBIN) is shown to catalyse C-alkylation of aldimine Schiff's bases of alanine ester under phase-transfer catalysis conditions (solid NaOH or NaH, toluene, ambient temperature, 10% NOBIN). Using (R)-NOBIN, the final (S)-α-methylphenylalanine was obtained in up to 68% ee.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b80455319dc0b7aaed000cefd6ffd441 https://doi.org/10.1016/s0957-4166(99)00185-8 Zobrazit plný text záznamu Full Text from ScienceDirect