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 |
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Rok vydání: | 2007 |
Předmět: | |
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 |
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