Citation: Hossein Eshghi, Mohammad Rahimizadeh, Sattar Saberi. Selective monotetrahydropyranylation of symmetrical diols using P₂O₅/SiO₂ under solvent-free conditions and their depyranylation[J]. Chinese Chemical Letters, ;2008, 19(9): 1063-1067. doi: 10.1016/j.cclet.2008.06.031 shu

Selective monotetrahydropyranylation of symmetrical diols using P₂O₅/SiO₂ under solvent-free conditions and their depyranylation

Department of Chemistry, Ferdowsi University of Mashhad, Mashhad 91775-1436, Iran

Received Date: 26 February 2008

Selective protection of one of the hydroxyl group in 1, n-symmetrical diols is achieved by P₂O₅/SiO₂-catalyzed reaction of the diol with dihydropyran under solvent-free conditions at room temperature. This selective protection is simple and it occurred under economically cheap conditions in high yield. The deprotected diol is simply obtained by refluxing of this compound in methanol using the same catalyst without any byproduct formation or additional purifications.
- Heterogeneous catalyst,
- P₂O₅/SIO₂,
- Monotetrahydropyranylation,
- Protecting group,
- Symmetrical diols
1. [1]
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2. [2]
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3. [3]
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4. [4]
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5. [5]
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6. [6]
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7. [7]
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8. [8]
  Yifeng TAN , Ping CAO , Kai MA , Jingtong LI , Yuheng WANG . Synthesis of pentaerythritol tetra(2-ethylthylhexoate) catalyzed by h-MoO₃/SiO₂. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2155-2162. doi: 10.11862/CJIC.20240147
9. [9]
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10. [10]
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11. [11]
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12. [12]
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13. [13]
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14. [14]
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15. [15]
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16. [16]
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17. [17]
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18. [18]
  Yaoyin Lou , Xiaoyang Jerry Huang , Kuang-Min Zhao , Mark J. Douthwaite , Tingting Fan , Fa Lu , Ouardia Akdim , Na Tian , Shigang Sun , Graham J. Hutchings . Stable core-shell Janus BiAg bimetallic catalyst for CO₂ electrolysis into formate. Chinese Chemical Letters, 2025, 36(3): 110300-. doi: 10.1016/j.cclet.2024.110300
19. [19]
  Chaozheng He , Menghui Xi , Chenxu Zhao , Ran Wang , Ling Fu , Jinrong Huo . Highly N₂ dissociation catalyst: Ir(100) and Ir(110) surfaces. Chinese Chemical Letters, 2025, 36(3): 109671-. doi: 10.1016/j.cclet.2024.109671
20. [20]
  Yiwen Xu , Chaozheng He , Chenxu Zhao , Ling Fu . Single-atom Ti doping on S-vacancy two-dimensional CrS₂ as a catalyst for ammonia synthesis: A DFT study. Chinese Chemical Letters, 2025, 36(4): 109797-. doi: 10.1016/j.cclet.2024.109797