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

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.

Citation

Zi-Biao Zhao, Xiang Li, Mu-Wang Chen, Zongbao K Zhao, Yong-Gui Zhou. Biomimetic asymmetric reduction of benzoxazinones and quinoxalinones using ureas as transfer catalysts. Chemical communications (Cambridge, England). 2020 Jul 07;56(53):7309-7312

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PMID: 32478362

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