Nucleophilic allylation of N,O-acetals with allylic alcohols promoted by Pd/Et3B and Pd/Et2Zn systems |
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| Authors: | Yumi YamaguchiMariko Hashimoto Katsumi TohyamaMasanari Kimura |
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| Affiliation: | a Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, Bunkyo-machi 1-14, Nagasaki 852-8521, Japan
b Graduate School of Material and Science, Nagasaki University, Bunkyo-machi 1-14, Nagasaki 852-8521, Japan |
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| Abstract: | Pd/Et3B and Pd/Et2Zn systems promote the nucleophilic allylations of 2-aminotetrahydrofuran and 2-aminotetrahydropyran with allylic alcohols to provide ω-hydroxyhomoallylamines in high yields. The transformation is applicable to the allylation of non-protective carbohydrates, such as ribose and deoxyribose. |
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| Keywords: | Palladium Allylation Hemiacetal Umpolung Carbohydrate |
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