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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 3
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Original Articles

Deprotection and Direct Oxidative Deprotection of Trimethylsilyl Ethers to their Corresponding Alcohols and Carbonyl Compounds with Tris[trinitratocerium(IV)] Paraperiodate, [(NO3)3Ce]3.H2IO6, in an Aprotic Solvent

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Pages 423-432 | Received 21 Jun 1995, Published online: 21 Aug 2006

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (15)

Mehdi Javaheri, M. Reza Naimi-Jamal, MohammadG. Dekamin & Gerd Kaupp. (2012) Gaseous Nitrogen Dioxide for Sustainable Oxidative Deprotection of Trimethylsilyl Ethers. Phosphorus, Sulfur, and Silicon and the Related Elements 187:1, pages 142-148.
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Hassan Ghasemnejad-Bosra, Mahmood Tajbakhsh, Farhad Ramzanian-Lehmali, Majid Shabani-Mahali & MohammadA. Khalilzadeh. (2008) A Mild and Efficient Method for Oxidative Deprotection of Trimethylsilyl Ethers to the Corresponding Carbonyl Compounds Using [PhCH2NMe2Ph]2S2O8 . Phosphorus, Sulfur, and Silicon and the Related Elements 183:6, pages 1496-1500.
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Mahmoud Tajbakhsh, Heshmatollah Alinezhad & Azade Geran Urimi. (2008) Oxidative Deprotection of Trimethylsilyl Ethers to the Corresponding Carbonyl Compounds Using Cetyltrimethylammonium Peroxodisulfate. Phosphorus, Sulfur, and Silicon and the Related Elements 183:6, pages 1447-1454.
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F. Shirini, K. Marjani, H. Taherpour Nahzomi & M.A. Zolfigol. (2007) Silica Triflate as a New, Efficient, and Reusable Reagent for the Chemoselective Silylation of Alcohols and Phenols and Deprotection of Silyl Ethers. Phosphorus, Sulfur, and Silicon and the Related Elements 183:1, pages 168-177.
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Rahman Hosseinzadeh, Mahmood Tajbakhsh, Farhad Ramzanian-Lehmali & Marzieh Sadatshahabi. (2005) 2,6-Dicarboxypyridinium Fluorochromate: A Mild and Efficient Reagent for Oxidative Deprotection of Trimethylsilyl Ethers to Their Corresponding Carbonyl Compounds. Phosphorus, Sulfur, and Silicon and the Related Elements 180:10, pages 2279-2283.
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Habib Firouzabadi, Hassan Hassani & Mostafa Gholizadeh. (2004) IMMEDIATE AND HIGH YIELDING SOLVENT-FREE OXIDATION OF SILYL AND PYRANYL ETHERS TO THEIR CORRESPOUNDING CARBONYL COMPOUNDS WITH ZINC DICHROMATE TRIHYDRATE (ZnCr2O7·3H2O). Phosphorus, Sulfur, and Silicon and the Related Elements 179:7, pages 1417-1422.
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M.M. Lakouraj, M. Tajbakhsh & V. Khojasteh. (2003) Caro's Acid Supported on Silica Gel. Part V: A Mild and Selective Reagent for Conversion of Trimethyl Silyl ethers to the Corresponding Hydroxy Compounds. Phosphorus, Sulfur, and Silicon and the Related Elements 178:9, pages 1865-1870.
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M.M. Heravi, Y.S. Beheshtiha, S.H. A. Oskooi, R. Hekmat Shoar & M. Khalilpoor. (2000) DIRECT OXIDATIVE DEPROTECTION USING MONTMORILLONITE SUPPORTED AMMONIUM CHLOROCHROMATE UNDER CONVENTIONAL HEATING AND MICROWAVE IRRADIATION IN SOLVENTLESS SYSTEM. Phosphorus, Sulfur, and Silicon and the Related Elements 161:1, pages 251-255.
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Nasser Iranpoor & Behzad Zeynizadeh. (1999) conversion of trimethylsilyl ethers to acetyl or formyl esters with TiCl4 . Synthetic Communications 29:12, pages 2123-2128.
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Articles from other publishers (16)

Farhad Shirini, Manouchehr Mamaghani & Seyyed Vahid Atghia. (2012) A mild and efficient method for the chemoselective trimethylsilylation of alcohols and phenols and deprotection of silyl ethers using sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite. Applied Clay Science 58, pages 67-72.
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Farhad Shirini, Seyyed Vahid Atghia & Mojtaba Ghazi Jirdehi. (2012) Nanocrystalline TiO2–HClO4 as a new, efficient and recyclable catalyst for the chemoselective trimethylsilylation of alcohols, phenols and deprotection of silyl ethers. Catalysis Communications 18, pages 5-10.
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Farhad Shirini & Saeideh Saeidi. (2008) Efficient oxidative deprotection of trimethylsilyl, tetrahydropyranyl and methoxymethyl ethers under solvent-free conditions. Chinese Chemical Letters 19:6, pages 676-680.
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Moslem Mansour Lakouraj, Mahmood Tajbakhsh, Farhad Ramzanian-Lehmali & Keyvan Ghodrati. (2007) Ionene supported peroxodisulfates: Polymeric reagents for the oxidative deprotection of TMS and THP ethers and oxidative cleavage of the C=N bond in water. Monatshefte für Chemie - Chemical Monthly 139:5, pages 537-541.
Crossref
F. Shirini, M. Esm-Hosseini, Z. Hejazi & I. Mohammadpoor-Baltork. (2019) [Ce(No 3 ) 3 ] 3 .H 2 IO 6 : Efficient Oxidation Reactions Under Solvent-Free Conditions . Journal of Chemical Research 2006:1, pages 29-31.
Crossref
Koen Binnemans. 2006. Handbook on the Physics and Chemistry of Rare Earths Volume 36. Handbook on the Physics and Chemistry of Rare Earths Volume 36 281 392 .
. (2005) Selective Oxidative Deprotection of Trimethylsilyl Ethers in Solution and under a Solvent Free Condition. Bulletin of the Korean Chemical Society 26:11, pages 1833-1835.
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Wing-Kei Chan, Man-Kin Wong & Chi-Ming Che. (2005) Metalloporphyrin-Catalyzed Diastereoselective Epoxidation of Allyl-Substituted Alkenes. The Journal of Organic Chemistry 70:11, pages 4226-4232.
Crossref
Tong-Shou Jin, Yan-Wei Li, Guang Sun, Xin-Ru Song & Tong-Shuang Li. (2019) Phosphomolybdic Acid, an Efficient and Practical Reagent for the Oxidative Deprotection of Trimethylsilyl Ethers to Corresponding Carbonyl Compounds. Journal of Chemical Research 2003:6, pages 322-323.
Crossref
Mahmood Tajbakhsh, Rahman Hosseinzadeh & Mohammad Yazdani Niaki. (2019) Synthesis and Application of 2,6-Dicarboxypyridinium Chlorochromate as a new Oxidising Reagent for Alcohols, Silyl Ethers, and THP ethers under Mild and Non-Aqueous Conditions. Journal of Chemical Research 2002:10, pages 508-510.
Crossref
Mahmood Tajbakhsh, Iraj Mohammadpoor-Baltork & Farhad Ramzanian-Lehmali. (2019) Benzyltriphenylphosphonium Peroxodisulfate: A Mild and Inexpensive Reagent for Selective Oxidative Deprotection of Trimethylsilyl and Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals under Non-Aqueous and Aprotic Conditions. Journal of Chemical Research 2001:5, pages 185-187.
Crossref
Iraj Mohammadpoor-Baltork, Mohammad Kazem Amini & Siyamak Farshidipoor. (2000) Selective, Convenient and Efficient Deprotection of Trimethylsilyl and Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals with Oxone under Non-aqueous Conditions. Bulletin of the Chemical Society of Japan 73:12, pages 2775-2778.
Crossref
Habib Firouzabadi, Nasser Iranpoor & Mohammad Ali Zolfigol. (1998) Dinitrogen Tetraoxide Complexes of Iron(III) and Copper(II) Nitrates as Versatile Reagents for Organic Syntheses. Efficient Oxidative Deprotection of Silyl or Tetrahydropyranyl Ethers, Acetals, and Thioacetals. Bulletin of the Chemical Society of Japan 71:9, pages 2169-2173.
Crossref
Nasser Iranpoor, Habib Firouzabadi & Mohammad Ali Zolfigol. (1998) Dinitrogen Tetraoxide Complexes of Iron(III) and Copper(II) as Efficient and Mild Reagents for Oxidation of Hydroxy Compounds. Bulletin of the Chemical Society of Japan 71:4, pages 905-908.
Crossref
N. J. Lawrence. (1997) Chapter 8. Synthetic methods. Annual Reports Section "B" (Organic Chemistry) 93, pages 249.
Crossref
H. FIROUZABADI & F. SHIRINY. (2010) ChemInform Abstract: Deprotection and Direct Oxidative Deprotection of Trimethylsilyl Ethers to Their Corresponding Alcohols and Carbonyl Compounds with Tris(trinitratocerium(IV)) Paraperiodate, ((NO3)3Ce)3×H2IO6, in an Aprotic Solvent.. ChemInform 27:24.
Crossref

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