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Multi‐Gram Scale Synthesis of Chiral 3‐Methyl‐2,5‐trans‐tetrahydrofurans
Authors:Shuanglin Qin  Yuting Cao  Yunhao Luo  Shende Jiang  J. Stephen Clark  Xiaoji Wang  Guang Yang
Abstract:In this article, we report the rapid and facile synthesis of chiral 3‐methyl‐2,5‐trans‐tetrahydrofurans. This reaction utilizes cheap and easily available starting materials. A domino hydrolysis and intramolecular Michael‐type ring closure reaction was the key step. As a result, synthesis of the desired 3‐methyl‐2,5‐trans‐tetrahydrofurans could be achieved in gram‐scale over seven linear steps with high chemical yield and high diastereoselectivity.
Keywords:3-methyl-2,5-trans-tetrahydrofurans  ring closure  gram-scale syntheses  diastereoselectivity  synthetic methods
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