4.8 Article

[3+2] Coupling of Quinone Monoacetals with Vinyl Ethers Effected by Tetrabutylammonium Triflate: Regiocontrolled Synthesis of 2-Oxygenated Dihydrobenzofurans

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Article Chemistry, Organic

GOLD-CATALYZED FORMAL [3+2] CYCLOADDITION OF p-QUINONES AND 1-PHENYLPROPENES IN IONIC LIQUID: ENVIRONMENTALLY FRIENDLY AND STEREOSELECTIVE SYNTHESIS OF 2,3-DIHYDROBENZOFURAN NEOLIGNANS

Nobuyoshi Morita et al.

Summary: The study demonstrates a gold(III)-catalyzed formal [3+2] cycloaddition of p-quinones with 1-phenylpropenes in the ionic liquid [EMIM][NTf2], leading to the stereoselective synthesis of 2,3-dihydrobenzofuran neolignans in good yields. The gold catalyst/ionic liquid system can be recycled at least five times, highlighting its potential for sustainable and efficient chemical reactions.

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