Synthesis of unsymmetrical diarylmethanols via C–Si bond bifunctionalization enabled by sequential [1,4]-Csp2 to O-silyl migration†,10.1039/C9QO01450K

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

Tianbao Hu,Liying Huang,Lu Gao,Zhenlei Song

Organic Chemistry Frontiers Pub Date : 12/19/2019 00:00:00 , DOI:10.1039/C9QO01450K

Abstract

Unsymmetrical C–Si bond bifunctionalization of 2,2′-bis(trimethylsilyl) diphenylmethanol has been developed via an “on–off–on” 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.