Abstract
Copper-catalyzed γ-selective coupling between γ-silylated propargylic phosphates and alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) produced allenylsilanes with exceptional selectivity. The reaction tolerated various functional groups in both the alkylboranes and the propargylic phosphates to afford functionalized allenylsilanes. The reaction of enantioenriched γ-silylated propargylic phosphates proceeded with excellent 1,3-anti stereoselectivity to give axially chiral allenylsilanes.
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