Photoinduced Deprotection of Tetrahydropyranyl Ethers with High Selectivity and Ultrahigh Efficiency
Xin Yang, Xianhui Sun, Pinzhu Qin, Yongna Lu, Xiamin Cheng
The Synergetic Innovation Center for Advanced Materials Ministry of Ecology and Environment Yunnan Open University
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摘要与影响
A photoinduced deprotection of tetrahydropyranyl (THP) ethers under mild and metal‐free conditions is reported. The transformation proceeded well in good to excellent yields (up to 98%) in the presence of 0.1 mol% of BrCCl 3 . THP ethers of both aliphatic alcohols and phenols were deprotected efficiently with high selectivity. Other acid‐sensitive protecting groups (AcO, NHBoc, and ketal) were well tolerated. This convenient methodology has also been successfully extended to typical natural product scaffolds, including amino acid derivative, sugar, and cholesterol derivatives.
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化学Radical Photochemical Reactions
Chemical Synthesis and Reactions · Carbohydrate Chemistry and Synthesis
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