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Catalytic Asymmetric Chlorinative Dearomatization Reaction of Benzofurans
Authors:Xiao‐Wei Liang  Chao Zheng  Shu‐Li You
Abstract:A catalytic asymmetric chlorinative dearomatization reaction of benzofuran derivatives was achieved by using hydroquinidine 1,4‐phthalazinediyl diether [(DHQD)2PHAL] as the catalyst and N‐chlorophthalimide (NCP) as the chlorinating reagent. A series of chlorinated spiro[benzofuran‐2,5′‐oxazole]s bearing two contiguous stereogenic centers was obtained in high yields (up to 99%) with excellent enantioselectivity (up to 99% ee).
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Keywords:benzofurans  CADA  catalytic asymmetric dearomatization (CADA) reaction  halofunctionalization  organocatalysts  spiro compounds
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