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Convergent Asymmetric Synthesis of (+)‐Aureothin Employing an Oxygenase‐Mediated Resolution Step
Author(s) -
Henrot Matthias,
Richter Martin E. A.,
Maddaluno Jacques,
Hertweck Christian,
De Paolis Michaël
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204259
Subject(s) - desymmetrization , enantiopure drug , chemistry , stereochemistry , computer science , reachability , resolution (logic) , combinatorial chemistry , enantioselective synthesis , organic chemistry , algorithm , catalysis , artificial intelligence
Need an enzymatic push? The desymmetrization of α,α′‐dimethoxy‐γ‐pyrone allows the convergent and rapid preparation of the complete carbon skeleton of (+)‐aureothin (see scheme). The final step in the synthesis of the target molecule is the regiodivergent parallel kinetic resolution promoted by cytochrome P450 monooxygenase AurH to deliver the enantiopure natural product.