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Asymmetric Synthesis of Chromans via Friedel-Crafts Alkylation-Hemiketalization Catalysed by N,N′-dioxide Scandium (III) Complex

Abstract

An enantioselective tandem Friedel-Crafts alkylation-hemiketalization between electron-rich phenols and α,β-unsaturated ketoesters gave a direct approach to chiral 2,3-disubstituted chromans in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex. High enantioselectivities (up to 95% ee), high diastereoselectivities (up to 14:1) and high yields(up to 97%) were obtained for a broad range of substrates under mild reaction conditions.

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Publication details

The article was received on 25 Apr 2017, accepted on 18 May 2017 and first published on 19 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00323D
Citation: Org. Chem. Front., 2017, Accepted Manuscript
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    Asymmetric Synthesis of Chromans via Friedel-Crafts Alkylation-Hemiketalization Catalysed by N,N′-dioxide Scandium (III) Complex

    X. Hao, L. Lin, F. Tan, S. Ge, X. Liu and X. Feng, Org. Chem. Front., 2017, Accepted Manuscript , DOI: 10.1039/C7QO00323D

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