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N-Heterocyclic Carbene Promoted Enantioselective Desymmetrization Reaction of Diarylalkane-bisphenols

Abstract

An enantioselective NHC-catalyzed desymmetrization reaction of diarylalkane-bisphenols with aldehydes was reported with the linear free energy relationships (LFER) to correlate the enantioselectivities with the steric and electronic parameters. The reaction scope is substantial, a wide range of aromatic and aliphatic aldehydes, as well as diarylalkane-bisphenols were tolerated under the reaction conditions. As a result, a series of diarylalkane-bisphenol products were generated with excellent reactivities and enantioselectivities (up to 99% yield and up to 98.7:1.3 er). Furthermore, the reaction can be scaled up, and the desired product can be easily converted to valuable structures.

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Publication details

The article was received on 02 Dec 2017, accepted on 11 Jan 2018 and first published on 12 Jan 2018


Article type: Research Article
DOI: 10.1039/C7QO01083D
Citation: Org. Chem. Front., 2018, Accepted Manuscript
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    N-Heterocyclic Carbene Promoted Enantioselective Desymmetrization Reaction of Diarylalkane-bisphenols

    S. Li, B. Liu, L. Chen, X. Li and J. Cheng, Org. Chem. Front., 2018, Accepted Manuscript , DOI: 10.1039/C7QO01083D

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