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Thiourea-Mediated Stereospecific Deoxygenation of Cyanoepoxides to Access Highly Diastereopure Alkenyl Nitriles

Yujie Zhang,Shukui Shi,Zhanhui Yang

JOURNAL OF ORGANIC CHEMISTRY（2024）

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Abstract
A practical and efficient protocol for synthesis of >99% diastereopure Z- and E-alkenyl nitriles is developed, through tetramethylthiourea-mediated stereospecific deoxygenation of respective cis- and trans-cyanoepoxides in ethanol. The desired products are obtained in excellent yields.
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