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Issue 63, 2017
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Heterogeneous enantioselective synthesis of chromans via the oxa-Michael–Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

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Abstract

A heterogeneous enantioselective oxa-Michael–Michael reaction for the synthesis of chromans has been developed on a heterogeneous acid–base synergic catalyst with inherent silica as acidic sites and immobilized chiral amines as basic sites. Final products were afforded in selectivity of up to 98% and ee of 97% from 2-nitrovinyl phenol and 3-methyl-2-butenal. The heterogeneous synergistic catalytic mechanism has also been studied.

Graphical abstract: Heterogeneous enantioselective synthesis of chromans via the oxa-Michael–Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

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Publication details

The article was received on 08 May 2017, accepted on 13 Jul 2017 and first published on 13 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC03556J
Citation: Chem. Commun., 2017,53, 8882-8885
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    Heterogeneous enantioselective synthesis of chromans via the oxa-Michael–Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

    S. Wang, J. He and Z. An, Chem. Commun., 2017, 53, 8882
    DOI: 10.1039/C7CC03556J

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