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Article Abstract
Herein, we report a palladium-catalyzed atroposelective C-H vinylation approach for the construction of axially chiral biaryls featuring vinyl substituents, enabled by a chiral transient directing group. Notably, this transformation proceeds efficiently with vinyl silane as the vinyl source, without requiring any external fluoride additives. This protocol exhibits a broad substrate scope, efficiently transforming diverse biaryl-2-aldehydes into atroposelective vinylated products in excellent yields with high enantioselectivities up to >99.9% ee. Additionally, mechanistic studies were performed to validate the proposed reaction pathway, and post-synthetic modifications demonstrate the synthetic utility of the methodology.
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| http://dx.doi.org/10.1021/acs.orglett.5c02275 | DOI Listing |
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