Volume 133, Issue 11 pp. 5852-5857
Zuschrift

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

Dr. Kun Zhao

Dr. Kun Zhao

Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 P. R. China

These authors contributed equally to this work.

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Shan Yang

Shan Yang

Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 P. R. China

These authors contributed equally to this work.

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Qi Gong

Qi Gong

Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 P. R. China

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Longhui Duan

Longhui Duan

Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 P. R. China

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Prof. Zhenhua Gu

Corresponding Author

Prof. Zhenhua Gu

Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui, 230026 P. R. China

Ocean College, Minjiang University, Fuzhou, Fujian, 350108 P. R. China

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First published: 13 December 2020
Citations: 13

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.

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