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Enzymatic Resolution of Bicyclic 1-Heteroarylamines Using Candida antarctica Lipase B

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journal contribution
posted on 29.03.2003, 00:00 by Krystyna A. Skupinska, Ernest J. McEachern, Ian R. Baird, Renato T. Skerlj, Gary J. Bridger
Candida antarctica lipase B has been used to kinetically resolve a structurally diverse series of bicyclic 1-heteroaryl primary amines by enantioselective acetylation. High yields of either enantiomer could be obtained with excellent enantioselectivity (90−99% ee), while the undesired enantiomer could, in some cases, be recycled by thermal racemization. The absolute stereochemistry of the products was confirmed by an X-ray crystal structure.

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