4.6 Article

Catalytic stereoselective cascade reactions of quinols with trifluoromethyl ketones: direct access to CF3-containing 1,3-dioxolanes

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 14, 期 16, 页码 3981-3988

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00281a

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  1. National Natural Science Foundation of China [21402116, 21502111, 21572126]

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A general and efficient synthesis of CF3-containing 1,3-dioxolanes using Et3N-catalyzed ketalization/ oxaMichael cascade of quinols with trifluoromethyl ketones is described. The reaction works efficiently under mild reaction conditions and produces the desired products in 68%-95% yields with acceptable diastereoselectivities. In addition, the reaction proceeds smoothly to give the desired product 3a in 92% yield and with high ee (80%) in the presence of a chiral catalyst (DHQ)(2)PHAL.

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