4.4 Article

Harnessing C-O Bonds in Stereoselective Cross-Coupling and Cross-Electrophile Coupling Reactions

Journal

SYNLETT
Volume 32, Issue 12, Pages 1151-1156

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1705987

Keywords

nickel catalysis; cross-coupling; cross-electrophile coupling; asymmetric synthesis; enantioselective synthesis

Funding

  1. NIH NIGMS [R01GM100212]
  2. Allergan Graduate Fellowship

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This article discusses the research conducted in the lab on the activation of alcohol derivatives in cross-coupling and cross-electrophile coupling reactions. The developed methods have enabled the use of secondary alcohols to produce tertiary stereogenic centers, which have been applied in the synthesis of pharmaceutically relevant compounds and substructures. The lab first focuses on the synthesis of bioactive compounds through stereospecific Kumada cross-coupling reactions and then discusses the development of a stereoselective cross-electrophile coupling reaction to synthesize cyclopropanes.
We discuss our laboratory's research in the activation of alcohol derivatives in cross-coupling and cross-electrophile coupling reactions. Our developed methods enable the use of secondary alcohols to afford tertiary stereogenic centers, which we applied to the synthesis of pharmaceutically relevant compounds and substructures. We first-discuss the synthesis of bioactive compounds through stereospecific Kumada cross-coupling reactions and follow this with a discussion on the development of our stereoselective cross-electrophile coupling-reaction to synthesize cyclopropanes.

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