Diastereodivergent and Regioselective Synthesis of Tetrahydrofuro[2,3-]furans with Four Consecutive Stereocenters.

J Org Chem

Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou 450001, Henan,P. R. China.

Published: March 2024

Base-catalyzed diastereodivergent and regioselective domino processes of triketone enones with arylacetaldehydes for the synthesis of tetrahydrofuro[2,3-]furans with four consecutive stereocenters are reported. Good yields and diastereoselectivities are obtained when DBU is employed as a catalyst; in contrast, EtN delivers a different diastereomer in excellent diastereoselectivity. This work offers many advantages, including switchable diastereoselectivity, cheap base catalysts, and a simple operation.

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http://dx.doi.org/10.1021/acs.joc.4c00069DOI Listing

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