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Asymmetric ring-opening of cyclopropyl ketones with β-naphthols catalyzed by a chiral N,N′-dioxide–scandium(III) complex

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Abstract

A catalytic asymmetric ring-opening reaction of cyclopropyl ketones with β-naphthols has been accomplished. In the presence of a chiral N,N′-dioxide/scandium(III) complex, a series of aromatic or vinyl substituted cyclopropyl ketones reacted with 2-naphthols, providing efficient access to chiral β-naphthol derivatives in good yields (up to 99%) with good enantioselectivities (up to 97% ee). Notably, using the mixture of 2-naphthol substrates did not affect the efficiency of this catalytic system.

Graphical abstract: Asymmetric ring-opening of cyclopropyl ketones with β-naphthols catalyzed by a chiral N,N′-dioxide–scandium(iii) complex

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Publication details

The article was received on 09 Jan 2018, accepted on 31 Jan 2018 and first published on 02 Feb 2018


Article type: Research Article
DOI: 10.1039/C8QO00016F
Citation: Org. Chem. Front., 2018, Advance Article
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    Asymmetric ring-opening of cyclopropyl ketones with β-naphthols catalyzed by a chiral N,N′-dioxide–scandium(III) complex

    Y. Xia, F. Chang, L. Lin, Y. Xu, X. Liu and X. Feng, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00016F

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