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Palladium‐Catalyzed Allylic Alkylation of Doubly Deprotonated Carboxylic Acids
Authors:Manfred Braun  Panos Meletis  Robin Visse
Abstract:Doubly deprotonated carboxylic acids undergo smooth palladium‐catalyzed carbon alkylations with the allylic substrates methyl allyl carbonate and (E)‐methyl (pent‐3‐en‐2‐yl) carbonate to give γ,δ‐unsaturated carboxylic acids. A diastereoselective and enantioselective protocol leads to (2S,3R)‐hexenoic acid in 87% ee.
Keywords:allylation  lithium  stereoselectivity  synthetic methods
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