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We report the first enantioselective allenylation of Pd enolates enabled by cooperative Pd/Brønsted acid catalysis employing β-keto esters and propargyl alcohols. The enantioselectivity originates solely from an in-situ-generated chiral metal… Click to show full abstract
We report the first enantioselective allenylation of Pd enolates enabled by cooperative Pd/Brønsted acid catalysis employing β-keto esters and propargyl alcohols. The enantioselectivity originates solely from an in-situ-generated chiral metal enolate in an open transition state with no additional binding of the propargyl component to the catalyst. Thus a broad substrate scope was established, furnishing hitherto inaccessible products in very good yields with excellent enantioselectivities (up to >99:1 e.r.).
Journal Title: Organic letters
Year Published: 2022
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