Asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates: enantioselective synthesis of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones

Literature Information

Publication Date 2019-08-14
DOI 10.1039/C9QO00890J
Impact Factor 5.281
Authors

Zhen-Hua Wang, Chuan-Wen Lei, Xia-Yan Zhang, Yong You, Jian-Qiang Zhao


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Abstract

An asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates was achieved. With this developed protocol, a series of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones were obtained in moderate to excellent yields with good to excellent diastereo- and enantioselectivities (>20 : 1 dr, up to 97 : 3 er).

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Organic Chemistry Frontiers
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