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Issue 48, 2018
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Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

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Abstract

The title reaction has been established, which offers a useful method for the construction of dihydrocoumarin frameworks in generally good chemical yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). This reaction represents a good example of [4 + 2] cyclizations of para-quinone methide derivatives with electron-rich reaction partners under catalyst-free conditions.

Graphical abstract: Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

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Publication details

The article was received on 07 Nov 2018, accepted on 21 Nov 2018 and first published on 23 Nov 2018


Article type: Paper
DOI: 10.1039/C8OB02776E
Citation: Org. Biomol. Chem., 2018,16, 9382-9389
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    Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

    J. Zhou, C. Ma, Y. Zhang, Q. Wu and F. Shi, Org. Biomol. Chem., 2018, 16, 9382
    DOI: 10.1039/C8OB02776E

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