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Pavel Kocovsky Author
Subjects of specialization
Affiliation
Organic Chemistry
Faculty of Science, Department of Organic Chemistry
Biography
Pavel Ko?ovský received an MSc from the Institute of Chemical Technology (ICT). He obtained a PhD from the Czechoslovak Academy of Sciences, Institute of Organic Chemistry and Biochemistry (IOCB), Prague, where he worked on steroid chemistry under the guidance of Dr. V. ?erný and Prof. F. Šorm. He was then appointed to an academic position at the same Institute, which he held for fourteen years. He did his postdoctoral work with Prof. J. E. McMurry at Cornell University, Ithaca, NY, USA (1983-84), and later spent a sabbatical year with Prof. J.-E. Bäckvall at the University of Uppsala, Sweden
Publications
Short Communication Open Access
Organocatalyzed Reductive Amination with Trichlorosilane and its Synthetic Applications
Author(s): Pavel Kocovsky
The amino acid-derived N-methyl formamides, such as the Sigamide (now commercially available), have been eveloped as Lewis-basic organocatalysts for asymmetric reduction of imines with Cl3SiH (≤97% ee at ≥1 mol% loading). Their application will be highlighted by the enantioselective synthesis of N-acetyl colchinol (a potent anti-cancer agent with a mode of action similar to that of taxol) and SCH 48461 and its analogue Ezetimibe (drugs reducing the intake of cholesterol from food). The key reaction also works as a direct, one-pot reductive amination, starting from the corresponding ketone, with no need for isolation of the imine. In the case of aldehydes, the reaction does not require a sophisticated chiral entity and proceeds perfectly well with both... view more»
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