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BINOL-phosphoric acids-catalyzed furylogous pinacol rearrangement of 1-[5-(hydroxy-diaryl-methyl)-furan-2-yl]-cyclobutanols into spiro cyclopentanones
Authors:Chengcheng Fei  Jianchao Liu  Hui Peng  Dingxin Jiang  Biaolin Yin
Affiliation:1. Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640 PR China;2. Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, Laboratory of Insect Toxicology, South China Agricultural University, Guangzhou 510642, PR China
Abstract:A BINOL-phosphoric acid-catalyzed furylogous Pinacol rearrangement is developed. This reaction produces spiro cyclopentanone in good yields under mild conditions. The enantioselective version of this reaction is also investigated using chiral phosphoric acid (CPA) as the catalyst.
Keywords:Ring-expansion  Furans  Cyclopentanones  Pinacol rearrangement
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