Base-Promoted Stereoselective Hydrogenation of Ynamides with Sulfonyl Hydrazide to Give Z-Enamides
Zemin Zhao, Qingyu Tian, Yanhui Chen, Si Wen, Yuqing Zhang and Guolin Cheng*
*College of Materials Science and Engineering, Huaqiao University, Xiamen, Fujian 361021, China,
Email: glcheng
hqu.edu.cn
Z. Zhao, Q. Tian, Y. Chen, S. Wen, Y. Zhang, G. Cheng, J. Org. Chem., 2021, 86, 10407-10413.
DOI: 10.1021/acs.joc.1c01085
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Abstract
A base-mediated semihydrogenation of ynamides using p-toluenesulfonyl hydrazide as an inexpensive and easy-to-handle hydrogen donor provides the thermodynamically unfavorable Z-enamides exclusively without overhydrogenation and reduction of other functional groups.
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proposed mechanism
Key Words
semihydrogenation, enamides, p-toluenesulfonyl hydrazide
ID: J42-Y2021
