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Issue 20, 2008
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Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL

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Abstract

Novel asymmetric 2-furyl additions of (2-furyl)AlEt2(THF) to aromatic ketones and one α,β-unsaturated ketone catalyzed by a titanium catalyst of 10–20 mol% (S)-BINOL are reported to furnish tertiary furyl alcohols in good to excellent enantioselectivities of 87–93% ee.

Graphical abstract: Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL

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Publication details

The article was received on 12 Feb 2008, accepted on 10 Mar 2008 and first published on 17 Apr 2008


Article type: Communication
DOI: 10.1039/B802441C
Chem. Commun., 2008, 2343-2345

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    Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL

    K. Wu, D. Chuang, C. Chen and H. Gau, Chem. Commun., 2008, 2343
    DOI: 10.1039/B802441C

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