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Oxygenase‐Catalyzed Desymmetrization of N , N ‐Dialkyl‐piperidine‐4‐carboxylic Acids
Author(s) -
Rydzik Anna M.,
Leung Ivanhoe K. H.,
Kochan Grazyna T.,
McDonough Michael A.,
Claridge Timothy D. W.,
Schofield Christopher J.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201406125
Subject(s) - desymmetrization , piperidine , hydroxylation , stereocenter , chemistry , stereochemistry , catalysis , oxygenase , enzyme , enantioselective synthesis , organic chemistry
γ‐Butyrobetaine hydroxylase (BBOX) is a 2‐oxoglutarate dependent oxygenase that catalyzes the final hydroxylation step in the biosynthesis of carnitine. BBOX was shown to catalyze the oxidative desymmetrization of achiral N , N ‐dialkyl piperidine‐4‐carboxylates to give products with two or three stereogenic centers.
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