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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 8
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Original Articles

Lewis Acid Promoted Reactions. (IV.)1a,b Oxidation Deprotection of Trimethylsilyl Ethers with Silver and Sodium Bromates; AgBrO3, NaBrO3

H. Firouzabadi Chemistry Department, Shiraz University Shiraz, Iran
&
I. Mohammadpoor-Baltork Chemistry Department, Shiraz University Shiraz, Iran
Pages 1065-1077 | Received 21 Sep 1993, Published online: 23 Sep 2006

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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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R. S. Raghuvanshi & K. N. Singh. (2007) Mild and Efficient Method for Oxidative Deprotection of Trimethylsilyl Ethers Mediated by Tetraethylammonium Superoxide. Synthetic Communications 37:8, pages 1371-1374.
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A. Paul Krapcho. (2006) USES OF SODIUM CHLORITE AND SODIUM BROMATE IN ORGANIC SYNTHESIS. A REVIEW. Organic Preparations and Procedures International 38:2, pages 177-216.
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Iraj Mohammadpoor-Baltork, Hamid Reza Memarian, Kiumars Bahrami & Karim Esmayilpour. (2005) Selective Oxidation of Sulfides to Sulfoxides and Sulfones Using -Butyltriphenylphosphonium Dichromate (Bu PPh3)2Cr2O7 in the Presence of Aluminium Chloride in Solution and Under Microwave Irradiation. Phosphorus, Sulfur, and Silicon and the Related Elements 180:12, pages 2751-2766.
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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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Nasser Iranpoor, Habib Firouzabadi & Ali Reza Pourali. (2005) Selective Oxidation of Benzylic Alcohols and Ethers and Oxidative Cleavage of Benzylic Tetrahydropyranyl and Trimethylsilyl Ethers to Their Carbonyl Compounds by Dinitrogen Tetroxide–Impregnated Activated Charcoal (N2O4/Charcoal). Synthetic Communications 35:11, pages 1527-1533.
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M. Tajbakhsh, M. M. Lakouraj & A. Fadavi. (2004) Allyltriphenylphosphonium Peroxodisulfate (CH2˭CHCH2PPh3)2S2O8: An Efficient and Convenient Reagent for the Oxidation of Alcohols and Silyl and THP‐Ethers Under Nonaqueous Conditions. Synthetic Communications 34:7, pages 1173-1181.
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I. Mohammadpoor-Baltork & A. R. Khosropour. (2002) Bi(III) SALTS AS NEW CATALYSTS FOR THE SELECTIVE CONVERSION OF TRIMETHYLSILYL AND TETRAHYDROPYRANYL ETHERS TO THEIR CORRESPONDING ACETATES AND FORMATES. Synthetic Communications 32:15, pages 2433-2439.
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I. Mohammadpoor-Baltork, A. R. Hajipour & M. Aghajari. (2002) SELECTIVE AND EFFICIENT OXIDATIVE DEPROTECTION OF TRIMETHYLSILYL AND TETRAHYDROPYRANYL ETHERS, ETHYLENE ACETALS AND KETALS WITH n-BUTYLTRIPHENYLPHOSPHONIUM PEROXODISULFATE (Bu PPh3)2S2O8 . Synthetic Communications 32:9, pages 1311-1317.
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Ahmad Shaabani & Ali-Reza Karimi. (2001) OXIDATION DEPROTECTION OF TRIMETHYLSILYL ETHERS TO CARBONYL COMPOUNDS BY NaBrO3-NH4Cl REAGENT IN AQUEOUS ACETONITRILE. Synthetic Communications 31:5, pages 759-765.
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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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Habib Firouzabadi, Shahrad Etemadi, Babak Karimi & Ali Asghar Jarrahpour. (1999) A STUDY OF OXIDATIVE DEPROTECTION OF TRIMETHYLSILYL (TMS) AND TERT-BUTYLDIMEHYLSILYL (TBDMS) ETHERS OF ALCOHOLS WITH POTASSIUM PERMANGANATE (KMnO4) AND BARIUM MANGANATE (BAMnO4) IN THE PRESENCE OF LEWIS ACIDS IN DRY ORGANIC SOLVENTS. Phosphorus, Sulfur, and Silicon and the Related Elements 152:1, pages 141-151.
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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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M. M. Heravi, D. Ajami And & K. Tabar-heydar. (1999) Direct Oxidative Deprotection of Trimethylsilyl Ethers to their Corresponding Carbonyl Compounds with Bis (trimethylsilyl) Chromate Supported onto Silica Gel in Aprotic Solvent. Synthetic Communications 29:6, pages 1009-1012.
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H. Firouzabadi & G.R. Afsharifar. (1996) Facile Deprotection of Trimethylsilyl Ethers With Modified Borohydride Agents; 1-Benzyl-4-AZA-1-Azoniabicyclo[2.2.2]Octane Tetrahydroborate (Baaotb)1 Versus Tetrabutylammonium Tetrahydroborate(TBATB). Synthetic Communications 26:6, pages 1065-1073.
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H. Firouzabadi & F. Shiriny. (1996) Bis[Trinitrato Cerium(IV)] Chromate; [(NO3)3Ce]2 CrO4 vs Trinitrato Cerium(IV) Chromate Dihydrate; [(NO3)3Ce] CrO4.2H2O in the oxidation of trimethylsilyl ethers. Synthetic Communications 26:4, pages 649-655.
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H. Firouzabadi & F. Shiriny. (1996) 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. Synthetic Communications 26:3, pages 423-432.
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Articles from other publishers (12)

Alisha M. Weinhofer, Houston D. Cole, Benjamin A. Mitchell, Amanda J. Ritz, David B. Vogt, Jacob E. Rabinovitch, Brian C. Goess & Sarah K. Goforth. (2019) Ruthenium-catalyzed oxidation of silyl ethers to silyl esters. Tetrahedron Letters 60:27, pages 1769-1772.
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Richard C. LarockRichard C. Larock, Anton V. Dubrovskiy & Nataliya A. Markina. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 137 .
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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Mohammad Ali Zolfigol, Iraj Mohammadpoor-Baltork & Morteza Shiri. (2006) Ferric Nitrate/Molibdatophosphoric Acid as a New and Efficient System in the Oxidative Deprotection of Trimethylsilyl Ethers to Corresponding Carbonyl Compounds under Solvent-Free Conditions. Journal of the Chinese Chemical Society 53:3, pages 545-548.
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. (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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Iraj Mohammadpoor-Baltork, Hamid R Memarian & Kiumars Bahrami. (2005) 3-Carboxypyridinium chlorochromate aluminium chloride An efficient and inexpensive reagent system for the selective oxidation of sulfides to sulfoxides and sulfones in solution and under microwave irradiation. Canadian Journal of Chemistry 83:2, pages 115-121.
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. (2004) Selective Oxidation of Benzylic and Allylic Alcohols Using Strontium Manganate in the Presence of Lewis Acids in Solution and under Solvent-Free Conditions. Bulletin of the Korean Chemical Society 25:4, pages 566-568.
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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.
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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
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
Habib Firouzabadi & Iraj Mohammadpoor-Baltork. (1995) Efficient Oxidation of Organic Compounds with Sodium and Silver Bromates NaBrO 3 , AgBrO 3 , in Non-Aqueous Solvents in the Presence of Lewis Acids . Bulletin of the Chemical Society of Japan 68:8, pages 2319-2325.
Crossref
H. FIROUZABADI & I. MOHAMMADPOOR‐BALTORK. (2010) ChemInform Abstract: Lewis Acid‐Promoted Reactions. Part 4. Oxidation Deprotection of Trimethylsilyl Ethers with Silver and Sodium Bromates: AgBrO3, NaBrO3.. ChemInform 25:43.
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