N-heterocyclic carbene-catalyzed Ireland-Coates claisen rearrangement: Synthesis of functionalized β-lactones

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Abstract

The N-heterocyclic carbene (NHC)-catalyzed Claisen rearrangement of hybrid Ireland-Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized β-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of β-lactone fused cyclopentanes. Mechanistic studies are detailed. © 2012 American Chemical Society.

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CITATION STYLE

APA

Candish, L., & Lupton, D. W. (2013). N-heterocyclic carbene-catalyzed Ireland-Coates claisen rearrangement: Synthesis of functionalized β-lactones. Journal of the American Chemical Society, 135(1), 58–61. https://doi.org/10.1021/ja310449k

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