Thiourea-Mediated Stereospecific Deoxygenation of Cyanoepoxides to Access Highly Diastereopure Alkenyl Nitriles
Yujie Zhang, Shukui Shi, Zhanhui Yang*
*Department of Organic Chemistry, College of Chemistry,
Beijing University of Chemical Technology, Beijing 100029, P.R. China, Email:
zhyang
mail.buct.edu.cn
Y. Zhang, S. Shi, Z. Yang, J. Org. Chem., 2024, 89, 2748-2758.
DOI: 10.1021/acs.joc.3c02869
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Abstract
A tetramethylthiourea-mediated stereospecific deoxygenation of respective cis- and trans-cyanoepoxides in ethanol enables an efficient synthesis of >99% diastereopure Z- and E-alkenyl nitriles. The desired products are obtained in excellent yields.
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Key Words
deoxygenation, alkenyl nitriles
ID: J42-Y2024
