10.1002/anie.202001373
Angewandte Chemie International Edition
COMMUNICATION
[a] General reaction conditions: 2 (20 mM), t-BuOOH (100 mM), 4-OT(YIA) (0.93 mg/mL) in 20 mM NaPi (sodium phosphate, pH 7.3) buffer with 10% (v/v) EtOH
(MeCN for 2f & 2g), volume = 10 mL (5 mL for 2a, 40 mL for 2f), enzymatic product 3 reduced with NaBH4 to 4 after completion of the reaction [b] Conversion
determined by GC-MS; yield of the diastereomer mixture. [c] syn diastereomer; determined by chiral HPLC. [d] syn/anti. [e] syn diastereomer; determined by
comparison with authentic standards on chiral HPLC. [f] conc. 2a = 50 mM, conc. 2f = 5 mM, see supporting information for details. [g] 2j: E/Z = 3:2; 1.3 mg/mL 4-
OT(YIA).
2016, 1225–1228; c) M. Rahimi, E. M. Geertsema, Y. Miao, J.-Y. van der
Meer, T. van den Bosch, P. de Haan, E. Zandvoort, G. J. Poelarends,
Org. Biomol. Chem. 2017, 15, 2809–2816.
Acknowledgements
We acknowledge financial support from the Netherlands
Organization of Scientific Research (VICI grant 724.016.002 and
ECHO grant 713.015.003).
Keywords: oxidative enzyme • peroxygenase • epoxidation •
peroxide • enzyme engineering
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