Chiral Aryl Iodide Catalysts for the Enantioselective Synthesis of Para-quinols

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2013 Mar 7

PMID 23463273

Citations 12

Authors

Kelly A Volp

Andrew M Harned

Affiliations

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Abstract

Molecular modelling of an iodine(III) phenoxide was used as a starting point in the design of chiral aryl iodide catalysts for stereoselective oxidative dearomatization reactions. Using this approach, catalysts derived from 8-iodotetralone and tartaric acid were constructed and used to synthesize enantioenriched para-quinols from phenols.

Citing Articles

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Enantioselective Kinetic Resolution/Desymmetrization of -Quinols: A Case Study in Boronic-Acid-Directed Phosphoric Acid Catalysis.

Huang B, He Y, Levin M, Coelho J, Bergman R, Toste F Adv Synth Catal. 2021; 362(2):295-301.

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Synthetic utility of one-pot chemoenzymatic reaction sequences.

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Photocatalytic Oxidative Dearomatization of Orcinaldehyde Derivatives.

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Tang T, Moon N, McKay L, Harned A ACS Omega. 2019; 3(11):15492-15500.

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