Abstract
The construction of silicon-stereogenic silanols via the Pd-catalyzed intermolecular C–H alkenylation with the assistance of a commercially available L-pyroglutamic acid has been realized for the first time. Employing the oxime ether as the directing group, the silicon-stereogenic silanol derivatives could be readily prepared with excellent enantioselectivities, featuring a broad substrate scope and good functional group tolerance. Mechanistic studies indicate that L-pyroglutamic acid could stabilize the Pd catalyst and provide excellent chiral induction. Preliminary computational studies unveil the origin of the enantioselectivity in the C–H bond activation step.
Supplementary materials
Title
Supporting Information-PdCHAlkenylationSilanol
Description
supporting information including data and spectra
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