4.8 Article

InCl3 Catalyzed Highly Diastereoselective [3+2] Cycloaddition of 1,2-Cyclopropanated Sugars with Aldehydes: A Straightforward Synthesis of Persubstituted Bis-Tetrahydrofurans and Perhydrofuro[2,3-b]pyrans

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ORGANIC LETTERS
卷 15, 期 20, 页码 5170-5173

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AMER CHEMICAL SOC
DOI: 10.1021/ol402192f

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  1. Chinese Academy of Sciences
  2. National Science Foundation of China [20972151, 21372215]

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A mild and efficient strategy for the construction of persubstituted bis-tetrahydrofuran and perhydrofuro[2,3-b]pyran derivatives has been developed. Persubstituted cyclization products were obtained in good to excellent yields. The [3 + 2] cycloaddition of 1,2-cyclopropanated sugars with aldehydes in the presence of InCl3 is highly diastereoselective.

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