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Pd(II)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

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Abstract

A Pd(II)-catalyzed asymmetric 1,6-addition of arylboronic acids to Meldrum's acid-derived dienes was developed. A new substituted In-Pyrox ligand was designed to enable this reaction with high enantioselectivity via a remote steric effect. A series of Meldrum's acid-derived dienes and arylboronic acids were tolerable to the reaction conditions, giving the desired adducts in moderate to high yields with good enantioselectivities (up to 96% ee). This reaction provides the first method of Pd(II)-catalyzed asymmetric 1,6-conjugate addition of arylboron.

Graphical abstract: Pd(ii)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

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Publication details

The article was received on 20 Jan 2018, accepted on 13 Feb 2018 and first published on 13 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00493E
Citation: Chem. Commun., 2018, Advance Article
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    Pd(II)-Catalyzed asymmetric 1,6-conjugate addition of arylboronic acids to Meldrum's acid-derived dienes

    S. Chen, L. Wu, Q. Shao, G. Yang and W. Zhang, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC00493E

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