Categories: C-H Bond Formation >
Protodeboronations
Recent Literature
CsF with 1.1 equiv of H2O effects highly efficient
protodeboronation on tertiary diarylalkyl boronic esters with essentially
complete retention of configuration, whereas TBAFˇ3H2O can be used
for tertiary aryldialkyl boronic esters. Furthermore, substituting D2O
for H2O provides ready access to deuterium-labeled enantioenriched
tertiary alkanes. A short synthesis of the sesquiterpene (S)-turmerone is
described.
S. Nave, R. P. Sonawane, T. G. Elford, V. K. Aggarwal, J. Am. Chem. Soc., 2010,
132, 17096-17098.
