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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.

X. Ma, Q. Tang, Jun Ke, X. Yang, J. Zhang, Huawu Shao
Published 2013 · Chemistry, Medicine

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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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