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Diols Activation by Cu/Borinic Acids Synergistic Catalysis in Atroposelective Ring‐Opening of Cyclic Diaryliodoniums

Kun Zhao, Shan Yang, Qi Gong, Longhui Duan, Zhenhua Gu

2020Angewandte Chemie International Edition71 citationsDOI

Abstract

A Cu-catalyzed enantioselective ring-opening alkoxygenation reaction of cyclic diaryliodonium salts and diols in the presence of borinic acids was reported. Tuning structure of borinic acids with six or five-membered ring skeleton could selectively activate 1,2-diols or 1,4-diols. A catalytic cycle through a key ion pair model that accounts for the observed enantioselectivity was proposed.

Topics & Concepts

ChemistryRing (chemistry)Enantioselective synthesisCatalysisOrganic chemistryMedicinal chemistryPolymer chemistryAxial and Atropisomeric Chirality SynthesisAlkaloids: synthesis and pharmacologyPlant and Fungal Species Descriptions
Diols Activation by Cu/Borinic Acids Synergistic Catalysis in Atroposelective Ring‐Opening of Cyclic Diaryliodoniums | Litcius