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Synthesis of unsymmetrical diarylmethanols via C–Si bond bifunctionalization enabled by sequential [1,4]-Csp2 to O-silyl migration

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Abstract

Unsymmetrical C–Si bond bifunctionalization of 2,2′-bis(trimethylsilyl) diphenylmethanol has been developed via an “onoffon” sequential [1,4]-Csp2 to O-silyl migration. The approach enables installing Csp3/Csp3, Csp3/Csp2 or Csp2/Csp3 electrophiles in one pot, leading to sterically congested unsymmetrical diarylmethanols in good yields.

Graphical abstract: Synthesis of unsymmetrical diarylmethanols via C–Si bond bifunctionalization enabled by sequential [1,4]-Csp2 to O-silyl migration

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Article information


Submitted
05 Dec 2019
Accepted
12 Dec 2019
First published
19 Dec 2019

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Synthesis of unsymmetrical diarylmethanols via C–Si bond bifunctionalization enabled by sequential [1,4]-Csp2 to O-silyl migration

T. Hu, L. Huang, L. Gao and Z. Song, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01450K

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