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Issue 14, 2017
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A dramatic synergistic effect of a flexible achiral linker on a rigid chiral cis-1,2-diamine bifunctional organocatalyst

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Abstract

The combination of a “rigid” chiral bicyclic cis-1,2-diamine skeleton with steric bulkiness and a “flexible” achiral linker was newly designed as a bifunctional organocatalyst framework and it showed excellent catalytic activity of up to 0.05 mol%, accompanied by the reversal of enantioselection depending on the position of the linker, in an amine-thiourea organocatalyzed asymmetric Michael reaction.

Graphical abstract: A dramatic synergistic effect of a flexible achiral linker on a rigid chiral cis-1,2-diamine bifunctional organocatalyst

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Publication details

The article was received on 15 Dec 2016, accepted on 20 Jan 2017 and first published on 20 Jan 2017


Article type: Communication
DOI: 10.1039/C6OB02743A
Citation: Org. Biomol. Chem., 2017,15, 2892-2896
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    A dramatic synergistic effect of a flexible achiral linker on a rigid chiral cis-1,2-diamine bifunctional organocatalyst

    H. Matsunaga, D. Tajima, T. Kawauchi, T. Yasuyama, S. Ando and T. Ishizuka, Org. Biomol. Chem., 2017, 15, 2892
    DOI: 10.1039/C6OB02743A

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