α,β-Unsaturated δ-Lactones from Copper-Catalyzed Asymmetric Vinylogous Mukaiyama Reactions of Aldehydes: Scope and Mechanistic Insights

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Bazán-Tejeda, Belén
Bluet, Guillaume
Broustal, Garance
Campagne, Jean-Marc
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2006
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A direct regio-, diastereo-, and enantiocontrolled access to a,߭unsaturated d-lactones is described, based on the reaction of a silyl dienolate and an aldehyde in the presence of 10 % of Carreira's catalyst. The scope and limitations of this reaction, as well as mechanistic insights concerning the reactivity of an allyl copper species, are discussed.

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Chemistry : a European journal

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12

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32

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Chemical Sciences

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