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Issue 14, 2016
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Transition-metal free reactions of boronic acids: cascade addition – ring-opening of furans towards functionalized γ-ketoaldehydes

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Abstract

We describe the first ring-opening of furfuryl alcohols with boronic acids to afford functionalized γ-ketoaldehydes. The transformation builds a new C–C bond at the original C-4 of the starting furan, and tolerates ring-substitution at C-3 and C-4 positions. The reaction takes place under metal-free conditions by promotion with tartaric acid.

Graphical abstract: Transition-metal free reactions of boronic acids: cascade addition – ring-opening of furans towards functionalized γ-ketoaldehydes

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Publication details

The article was received on 23 Oct 2015, accepted on 15 Jan 2016 and first published on 15 Jan 2016


Article type: Communication
DOI: 10.1039/C5CC08809G
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Chem. Commun., 2016,52, 3018-3021

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    Transition-metal free reactions of boronic acids: cascade addition – ring-opening of furans towards functionalized γ-ketoaldehydes

    S. Roscales and A. G. Csákÿ, Chem. Commun., 2016, 52, 3018
    DOI: 10.1039/C5CC08809G

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