4.8 Article

A Palladium-Catalyzed Asymmetric Allylic Alkylation Approach to α-Quaternary γ-Butyrolactones

Journal

ORGANIC LETTERS
Volume 19, Issue 1, Pages 14-17

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02971

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Funding

  1. CAPES foundation (Ministry of Education of Brazil)

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The Pd-catalyzed, asymmetric allylic alkylation (Pd-AAA) of enol carbonates derived froth gamma-butyrolactones is reported, affording :the corresponding enantioenriched, alpha alpha'-disubstituted gamma-butyrolactones in both high yields and high enantioselectivities (up to 94% ee). This method was eventually applied to the synthesis of chiral spirocyclic compounds.

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