Cu-Catalyzed Enantioselective Ring Opening of Cyclic Diaryliodoniums toward the Synthesis of Chiral Diarylmethanes

Journal of the American Chemical Society
Bin LiZhenhua Gu

Abstract

A Cu-catalyzed enantioselective desymmetrizing ring-opening reaction of six-membered cyclic diaryliodonium salts with carboxylic acids or thioacids is reported for the facile access to chiral diarylmethanes. A Cu/[cyclopropyl bis(oxazoline)] catalyst well discriminates two C-I bonds of prochiral cyclic diaryliodonium salts. A stereochemical model was proposed to rationalize the stereochemical outcome on the basis of the crystal structure of cyclic diaryliodonium salt.

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Citations

Oct 28, 2019·Chemistry, an Asian Journal·Wai Yeung Raymond WongKe-Wen Tang
Mar 12, 2020·Angewandte Chemie·Joanna Wencel-DelordFrançoise Colobert
Aug 28, 2020·Chemical Communications : Chem Comm·Hao LiangLiqin Qiu
Nov 20, 2019·Journal of the American Chemical Society·Yusuke AotaKeiji Maruoka
Jun 17, 2020·The Journal of Organic Chemistry·Lucien CaspersBoris Johannes Nachtsheim
Oct 28, 2021·Journal of the American Chemical Society·Jintong ZhangZhi-Chao Cao

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