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Issue 25, 2017
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Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

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Abstract

A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.

Graphical abstract: Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

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Publication details

The article was received on 10 Feb 2017, accepted on 03 Mar 2017, published on 07 Mar 2017 and first published online on 07 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC01072A
Citation: Chem. Commun., 2017,53, 3531-3534
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    Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

    J. Zhou, M. Wang, X. Gao, G. Jiang and Y. Zhou, Chem. Commun., 2017, 53, 3531
    DOI: 10.1039/C7CC01072A

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