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Issue 11, 2009
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Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

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Abstract

This tutorial review highlights the use of catalytic asymmetric 2-naphthol couplings in total synthesis. The types of chirality, chiral biaryl natural products, prior approaches to chiral biaryl natural products, and other catalytic asymmetric biaryl couplings are outlined. The three main categories of chiral catalysts for 2-naphthol coupling (Cu, V, Fe) are described with discussion of their limitations and advantages. Applications of the copper catalyzed couplings in biomimetic syntheses are discussed including nigerone, hypocrellin, calphostin D, phleichrome, and cercosporin.

Graphical abstract: Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

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Publication details

The article was received on 09 Jun 2009 and first published on 23 Sep 2009


Article type: Tutorial Review
DOI: 10.1039/B821092F
Citation: Chem. Soc. Rev., 2009,38, 3193-3207
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    Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

    M. C. Kozlowski, B. J. Morgan and E. C. Linton, Chem. Soc. Rev., 2009, 38, 3193
    DOI: 10.1039/B821092F

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