- A useful and convenient synthetic protocol for interconversion of carbonyl compounds to the corresponding 1,3-oxathiolanes and vice versa employing organic ammonium tribromide (OATB)
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A wide variety of carbonyl compounds 1 can be easily protected selectively as the corresponding 1,3-oxathiolanes 2 in good yields using a catalytic amount (0.01-0.1 equiv.) of n-tetrabutylammonium tribromide in dry CH2Cl2 at 0-5°C. O
- Mondal, Ejabul,Sahu, Priti Rani,Bose, Gopal,Khan, Abu T.
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- Montmorillonite K-10 clay as an efficient solid catalyst for chemoselective protection of carbonyl compounds as oxathiolanes with 2-mercaptoethanol
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Montmorillonite K-10 clay has been found to be a mild and efficient solid catalyst for the protection of a variety of carbonyl compounds, such as oxathiolanes, with 2-mercaptoethanol in good to excellent yields. In addition, by using this catalyst, high chemoselective protection of aldehydes in presence of ketones has been achieved.
- Gogoi, Siddhartha,Borah, Jagat C.,Barua, Nabin C.
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- Amberlyst 15 as a mild, chemoselective and reusable heterogeneous catalyst for the conversion of carbonyl compounds to 1,3-oxathiolanes
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The synthesis of 1,3-oxathiolanes from carbonyl compounds has been performed in good yields using Amberlyst15 as a convenient, reusable, heterogeneous catalyst. The procedure can be applied for the chemoselective protection of aldeydes in the presence of
- Ballini,Bosica,Maggi,Mazzacani,Righi,Sartori
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- Mild and efficient method for oxathioacetalization of carbonyl compounds
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An efficient procedure for the protection of carbonyl compounds into the corresponding 1,3-oxathioacetal has been achieved using PAS as catalyst. Copyright Taylor & Francis Group, LLC.
- Majee, Adinath,Kundu, Shrishnu Kumar,Islam, Samimul
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- LiBF4 catalyzed chemoselective conversion of aldehydes to 1,3-oxathiolanes and 1, 3-dithianes
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Lithium tetrafluoroborate is found to be an efficient catalyst for the chemoselective protection of both aromatic and aliphatic aldehydes as 1,3-oxathiolanes and 1,3-dithianes under mild reaction conditions. Due to the neutral reaction conditions, this me
- Yadav,Reddy,Pandey
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- Blue LED-Promoted Oxathiacetalization of Aldehydes and Ketones
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In synthetic chemistry, the protection of aldehydes and ketones is crucial during multistep synthesis of complex molecules. Organic chemists have paid substantial attention to the synthesis of 1,3-oxathiolanes and 1,3-oxathianes because of their considera
- Liu, You-Chen,Reddy, Daggula Mallikarjuna,Chen, Xin-An,Shieh, Yi-Chen,Lee, Chin-Fa
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p. 2542 - 2552
(2020/04/27)
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- Organic reactions in aqueous media: I2-in-water-catalysed rapid and chemoselective oxathioacetalisation of aldehydes under mild conditions
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I2 in water is found to be an efficient catalyst for the chemoselective protection of both aliphatic and aromatic aldehydes as 1,3-oxathioacetals under mild conditions. Fast reactions and excellent yields of pure products using an inexpensive a
- Bandgar,Bettigeri, Sampada V.
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p. 389 - 391
(2007/10/03)
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- Molten salt as a green reaction medium: Efficient and chemoselective dithioacetalization and oxathioacetalization of aldehydes mediated by molten tetrabutylammonium bromide
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Tetrabutylammonium bromide in the molten state has been demonstrated to be a very efficient catalyst and reaction medium for the highly chemoselective dithioacetalization and oxathioacetalization of aldehydes. The tetrabutylammonium bromide is recycled fo
- Ranu, Brindaban C.,Das, Arijit
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p. 605 - 608
(2007/10/03)
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- A remarkable bismuth nitrate-catalyzed protection of carbonyl compounds
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Bismuth nitrate has been found to be an outstanding catalyst for the protection of carbonyl compounds as acetal, ketal, mixed ketal and thioketal with an excellent yield.
- Srivastava, Neeta,Dasgupta, Swapan K.,Banik, Bimal K.
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p. 1191 - 1193
(2007/10/03)
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- Synthesis of α,β-unsaturated oxathiolanes
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The formation of α,β-unsaturated oxathiolanes 2 from α,β-unsaturated carbonyl derivatives was achieved selectively and in high yields using the heterogeneous catalyst APSG·HCl.
- Kerverdo, Sébastien,Lizzani-Cuvelier, Louisette,Du?ach, Elisabet
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p. 10455 - 10462
(2007/10/03)
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- Indium trifluoromethanesulfonate as a mild and chemoselective catalyst for the conversion of carbonyl compounds into 1,3-oxathiolanes
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An efficient method for the preparation of 1,3-oxathiolanes from aldehydes and ketones with 2-mercaptoethanol in the presence of a catalytic amount of indium trifluoromethanesulfonate is reported.
- Kazahaya, Kiyoshi,Hamada, Nao,Ito, Shinya,Sato, Tsuneo
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p. 1535 - 1537
(2007/10/03)
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- A useful and catalytic method for protection of carbonyl compounds into the corresponding 1,3-oxathiolanes and deprotection to the parent carbonyl compounds
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A wide variety of carbonyl compounds 1 can be easily protected to the corresponding 1,3-oxathiolanes 2 in good yields in the presence of catalytic amount of perchloric acid in dry CH2Cl2 at 0-5 °C. On the other hand, various 1,3-oxathiolanes 2 can be selectively deprotected to the parent carbonyl compounds 1 in very good yields by H2MoO4·H2O-H2O2 catalyzed oxidation of ammonium bromide in the presence of perchloric acid in CH2Cl2-H2O solvent system. Mild reaction condition, high selectivity, efficient and relatively good yields are some of the major advantages of the procedure.
- Mondal, Ejabul,Sahu, Priti Rani,Khan, Abu T.
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p. 463 - 467
(2007/10/03)
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- The Reaction of 2-Ethoxy-1,3-oxathiolane with Carbonyl Compounds in the Presence of ZnCl2 or HgCl2
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In the reaction of 2-ethoxy-1,3-oxathiolane with carbonyl compounds in the presence of ZnCl2 or HgCl2, it has been found that only the breaking of the endocyclic bond (C-O or C-S bond) occurs, while the breaking of the exocyclic C-O bond to give the 1,3-o
- Tanimoto, Shigeo,Jo, Shigeo,Sugimoto, Toyonari,Okano, Masaya
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p. 3237 - 3238
(2007/10/02)
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