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Alkyne Hydroacylation: Switching Regioselectivity by Tandem Ruthenium Catalysis
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https://doi.org/10.1021/ja512015wAbstract
By using tandem Ru-catalysis, internal alkynes can be coupled with aldehydes for the synthesis of β,γ-unsaturated ketones. The catalyst promotes alkyne transformations with high regioselectivity, with examples that include the differentiation of a methyl vs ethyl substituent on the alkyne. Mechanistic studies suggest that the regioselectivity results from a selective allene formation that is governed by allylic strain.
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