Carbene-Catalyzed α‑Carbon Amination of Chloroaldehydes for Enantioselective Access to Dihydroquinoxaline Derivatives

An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.

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Bibliographic Details
Published in:Organic letters 2019-06, Vol.21 (11), p.4340-4344
Main Authors: Huang, Ruoyan, Chen, Xingkuan, Mou, Chengli, Luo, Guoyong, Li, Yongjia, Li, Xiangyang, Xue, Wei, Jin, Zhichao, Chi, Yonggui Robin
Format: Article
Language:English
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Summary:An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01520