Citation: Farhad Shirini, Mohammad Ali Zolfigol, Abdol-Reza Abri. Regioselective tetrahydropyranylation of alcohols catalyzed by Fe(HSO₄)₃[J]. Chinese Chemical Letters, ;2007, 18(7): 803-806. doi: 10.1016/j.cclet.2007.05.050 shu

Regioselective tetrahydropyranylation of alcohols catalyzed by Fe(HSO₄)₃

a Department of Chemistry, College of Science, The University of Guilan, Rasht 41335, Iran;
b Department of Chemistry, College of Science, Bu-Ali Sina University, Hamadan 65174, Iran

Received Date: 30 March 2007

Alcohols are selectively and efficiently protected as their tetrahydropranyl ethers in the presence of a catalytic amount of Fe(HSO₄)₃ in good to high yields. All reactions are performed under mild and completely heterogeneous reaction conditions.
- Alcohols,
- Tetrahydropyranylation,
- Tetrahydropyranyl ethers,
- Fe(HSO₄)₃,
- Heterogeneous reaction conditions
1. [1]
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17. [17]
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18. [18]
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19. [19]
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20. [20]
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