Asymmetric enamide hydrogenation in the synthesis of N-acetylcolchinol: a key intermediate for ZD6126

Autor:	Ian C. Lennon, James Campbell Muir, James A. Ramsden, Catherine J. Brear, Simon Broady
Rok vydání:	2007
Předmět:	Metal Stereochemistry Chemistry Ligand visual_art Organic Chemistry Drug Discovery Asymmetric hydrogenation visual_art.visual_art_medium N-acetylcolchinol Biochemistry Catalysis
Zdroj:	Tetrahedron Letters. 48:4623-4626
ISSN:	0040-4039
Popis:	A synthesis of N-acetylcolchinol, a key intermediate in the synthesis of ZD6126, was developed. The enantiodifferentiating step required the catalytic asymmetric hydrogenation of an enamide. After screening a range of metal and ligand combinations it was found that (S,S)-iPr–FerroTANE Ru(methallyl)2 and [(S,S)-tBuFerroTANE Rh(COD)]BF4 gave both high enantioselectivity (>90% ee) and high catalyst utility (molar S/C = 1000).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::017a2ed741d966933d09a88e0ee63649 https://doi.org/10.1016/j.tetlet.2007.04.090 Zobrazit plný text záznamu Full Text from ScienceDirect