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The [8+4] cycloaddition of indene‐2‐carbaldehydes with indole‐2,3‐quinodimethanes and pyrrolidone‐3,4‐dienes is described, affording indole and pyrrolidone annulated bicyclo[4.2.1]nonanes in a highly peri‐, diastereo‐, and enantioselective fashion in the presence of a secondary amine catalyst. This reaction, which proceeds through catalytically generated isobenzofulvenes, represents the first asymmetric version of high‐order [8+4] cycloaddition.
Chinese Journal of Chemistry – Wiley
Published: Dec 1, 2021
Keywords: Organocatalysis; Isobenzofulvene; Electron‐deficient dienes; Cycloaddition; Enantioselectivity
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