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Iron-Catalyzed Enantioselective Intramolecular Inverse Electron-Demand Hetero Diels-Alder Reactions: An Access to Bicyclic Dihydropyran Derivatives.

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A highly enantioselective iron-catalyzed Intramolecular Inverse Electron-Demand Hetero Diels-Alder (IIEDHDA) reaction is reported. By using a chiral semicorrin ligand in the presence of 2,6-lutidine, good isolated yields and excellent enantioselectivities… Click to show full abstract

A highly enantioselective iron-catalyzed Intramolecular Inverse Electron-Demand Hetero Diels-Alder (IIEDHDA) reaction is reported. By using a chiral semicorrin ligand in the presence of 2,6-lutidine, good isolated yields and excellent enantioselectivities were observed (up to 96% ee). Thanks to the versatile postfunctionalization of the acyl-imidazole moiety, this methodology represents a unique example of the straightforward construction of highly valuable enantioenriched bicyclic dihydropyran derivatives.

Keywords: demand hetero; intramolecular inverse; hetero diels; iron catalyzed; inverse electron; electron demand

Journal Title: Organic letters
Year Published: 2019

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