Construction of β-Acetoxy or β-Hydroxyl Disulfides via Highly Regioselective Ring-Opening of Epoxides with Acetyl Masked Disulfide Nucleophiles
Yue Yu*, Xianhang Zhou, Jinsong Wang, Yuhao Jiang, Hua Cao*
*School of Chemistry and Chemical Engineering, Guangdong
Pharmaceutical University, Guangzhou, 510006, PR China, Email: yuyue
gdpu.edu.cn,
caohuagdpu.edu.cn
Y. Yu, X. Zhou, J. Wang, Y. Jiang, H. Cao, Org. Lett., 2023, 25, 8937-8941.
DOI: 10.1021/acs.orglett.3c03826
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Abstract
Acetyl masked disulfide nucleophiles can be used as disulfide source to react with a wide range of epoxides, affording various β-acetoxy or β-hydroxyl disulfides in good yields with high regioselectivity. This simple transition-metal-free method offers high atom economy and scalability.
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proposed mechanism
Key Words
ID: J54-Y2023
