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Issue 4, 2012
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Molecular multifunctionalization via electronically coupled lactones

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Abstract

Synthetic access to discrete multifunctionalized molecules remains a challenge but is critical for continued advances in materials science, catalysis, and chemical biology. Here, the aminolysis of electronically coupled lactones is introduced as an approach to achieve molecular multifunctionalization efficiently, under mild conditions, and without protecting groups or by-products. The one-pot sequential aminolysis of benzotrifuranone, a C3h-symmetric trilactone, to produce a trifunctionalized target in ∼85% yield over one day is highlighted.

Graphical abstract: Molecular multifunctionalization via electronically coupled lactones

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Publication details

The article was received on 19 Nov 2011, accepted on 20 Dec 2011 and first published on 20 Dec 2011


Article type: Edge Article
DOI: 10.1039/C2SC00943A
Citation: Chem. Sci., 2012,3, 1095-1099
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    Molecular multifunctionalization via electronically coupled lactones

    M. B. Baker, I. Ghiviriga and R. K. Castellano, Chem. Sci., 2012, 3, 1095
    DOI: 10.1039/C2SC00943A

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