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Issue 53, 2020
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Biomimetic asymmetric reduction of benzoxazinones and quinoxalinones using ureas as transfer catalysts

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Abstract

Using ureas as transfer catalysts through hydrogen bonding activation, biomimetic asymmetric reduction of benzoxazinones and quinoxalinones with chiral and regenerable NAD(P)H models was described, giving chiral dihydrobenzoxazinones and dihydroquinoxalinones with high yields and excellent enantioselectivities. A key dihydroquinoxalinone intermediate of a BRD4 inhibitor was synthesized using biomimetic asymmetric reduction.

Graphical abstract: Biomimetic asymmetric reduction of benzoxazinones and quinoxalinones using ureas as transfer catalysts

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Article information


Submitted
29 Apr 2020
Accepted
21 May 2020
First published
27 May 2020

Chem. Commun., 2020,56, 7309-7312
Article type
Communication

Biomimetic asymmetric reduction of benzoxazinones and quinoxalinones using ureas as transfer catalysts

Z. Zhao, X. Li, M. Chen, Z. K. Zhao and Y. Zhou, Chem. Commun., 2020, 56, 7309
DOI: 10.1039/D0CC03091K

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