reviewChemical Society ReviewsJan 1, 2009GREEN OA

Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

University of Pennsylvania

PubMed
Indexed incrossrefpubmed

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.

Citation impact

883
total citations
FWCI
10.22
Percentile
100%
References
61
Citations per year

Authors

3

Topics & keywords

Keywords
  • Catalysis
  • Chirality (physics)
  • Enantioselective synthesis
  • Chemistry
  • Coupling (piping)
  • Combinatorial chemistry
  • Organic chemistry
  • Materials science
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