Abstract
One-pot cascade synthesis of optically active α-trifluoro methylated amines directly from ketoximes was accomplished with the use of Candida antarctica lipase B and catalysts prepared by atomic layer deposition (ALD). Compared to the commercial palladium catalyst, the ALD-prepared catalysts showed much higher activity and afforded various α-trifluoro methylated amides in good yields and with high enantioselectivity. One of the enantiopure amides was further hydrolyzed into the corresponding amine, which was treated as a crucial starting material for total synthesis of (S)-inhibitor of phenyl ethanolamine N-methyltransferase without loss of chiral information. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Recommended Citation
G. Cheng et al., "Stereoselective Transformations of Α-trifluoromethylated Ketoximes to Optically Active Amines by Enzyme-nanometal Cocatalysis: Synthesis of (s)-inhibitor of Phenylethanolamine N-methyltransferase," ChemCatChem, vol. 6, no. 7, pp. 2129 - 2133, Wiley; Wiley-VCH Verlag; Gesellschaft Deutscher Chemiker, Jan 2014.
The definitive version is available at https://doi.org/10.1002/cctc.201402114
Department(s)
Chemical and Biochemical Engineering
Publication Status
Full Access
Keywords and Phrases
amines; enzyme catalysis; fluorine; kinetic resolution; palladium
International Standard Serial Number (ISSN)
1867-3899; 1867-3880
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2024 Wiley; Wiley-VCH Verlag; Gesellschaft Deutscher Chemiker, All rights reserved.
Publication Date
01 Jan 2014
