Nickel-Catalyzed Enantioselective Friedel–Crafts Alkylation of Indoles with β,β-Disubstituted Nitroalkenes

Abstract An enantioselective Friedel–Crafts alkylation of indoles with β,β-disubstituted nitroalkenes was developed by using a nickel(II) perchlorate–bisoxazoline complex as a catalyst. A range of nitroalkenes and indoles participated in this reaction, affording chiral indole compounds bearing all-c...

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Bibliographic Details
Published in:Synlett 2015-12, Vol.26 (20), p.2817-2820
Main Authors: Wu, Hao, Sheng, Wei-Jian, Chen, Bin, Liu, Ren-Rong, Gao, Jian-Rong, Jia, Yi-Xia
Format: Article
Language:English
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Summary:Abstract An enantioselective Friedel–Crafts alkylation of indoles with β,β-disubstituted nitroalkenes was developed by using a nickel(II) perchlorate–bisoxazoline complex as a catalyst. A range of nitroalkenes and indoles participated in this reaction, affording chiral indole compounds bearing all-carbon quaternary stereocenters in excellent yields and with moderate to good enantioselectivities (up to 80% ee).
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0035-1560538