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Original Articles

Clay Catalyzed Acetonation: A Simple Method for the Preparation of Isopropylidene Carbohydrates

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Pages 231-239 | Received 06 Apr 1995, Accepted 06 Dec 1995, Published online: 22 Aug 2006

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MilindD. Nikalje, Prodeep Phukan & Arumugam Sudalai. (2000) RECENT ADVANCES IN CLAY-CATALYZED ORGANIC TRANSFORMATIONS. Organic Preparations and Procedures International 32:1, pages 1-40.
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Articles from other publishers (21)

Ayhan Yıldırım. (2020) An Expedient Method for Kinetically Controlled Acetonide Formation from d-Fructose Induced by Ionic Liquid Catalyst Accompanied with SrCl2·6H2O. Catalysis Letters 150:9, pages 2566-2571.
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Nunna V. Krishna, Sankaran Anuradha, Reddi Ganesh, Velisoju V. Kumar & Parasuraman Selvam. (2018) Sulfonic Acid Functionalized Ordered Mesoporous Silica and their Application as Highly Efficient and Selective Heterogeneous Catalysts in the Formation of 1,2-Monoacetone-D-glucose. ChemCatChem 10:24, pages 5610-5618.
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Akira Katsuyama & Satoshi Ichikawa. (2018) Synthesis and Medicinal Chemistry of Muraymycins, Nucleoside Antibiotics. Chemical and Pharmaceutical Bulletin 66:2, pages 123-131.
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. 2014. Greene's Protective Groups in Organic Synthesis. Greene's Protective Groups in Organic Synthesis 17 471 .
Yuan Wei Rong, Qi Hua Zhang, Wei Wang & Bao Lin Li. (2014) A Simple and Clean Method for O-Isopropylidenation of Carbohydrates. Bulletin of the Korean Chemical Society 35:7, pages 2165-2168.
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Khiangte Vanlaldinpuia & Ghanashyam Bez. (2011) Useful methods for the synthesis of isopropylidenes and their chemoselective cleavage. Tetrahedron Letters 52:29, pages 3759-3764.
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Abu T. Khan, Md. Musawwer Khan & Anubendu Adhikary. (2011) Tetrabutylammonium tribromide (TBATB): a mild and efficient catalyst for O-isopropylidenation of carbohydrates. Carbohydrate Research 346:5, pages 673-677.
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A. L. Maksimov, A. I. Nekhaev, D. N. Ramazanov, Yu. A. Arinicheva, A. A. Dzyubenko & S. N. Khadzhiev. (2011) Preparation of high-octane oxygenate fuel components from plant-derived polyols. Petroleum Chemistry 51:1, pages 61-69.
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Jonas J. Forsman & Reko Leino. (2010) Acetonation of l-pentoses and 6-deoxy-l-hexoses under kinetic control using heterogeneous acid catalysts. Carbohydrate Research 345:11, pages 1548-1554.
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Abu T. Khan & Md. Musawwer Khan. (2010) A simple and convenient synthetic protocol for O-isopropylidenation of sugars using bromodimethylsulfonium bromide (BDMS) as a catalyst. Carbohydrate Research 345:1, pages 154-159.
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Amélia P. Rauter, Nuno M. Xavier, Susana D. Lucas & Miguel Santos. 2010. 29 99 .
Surendra Singh, Colm D. Duffy, Syed Tasadaque A. Shah & Patrick J. Guiry. (2008) ZrCl 4 as an Efficient Catalyst for a Novel One-Pot Protection/Deprotection Synthetic Methodology . The Journal of Organic Chemistry 73:16, pages 6429-6432.
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Shinpei Hirano, Satoshi Ichikawa & Akira Matsuda. (2007) Synthesis of Caprazamycin Analogues and Their Structure−Activity Relationship for Antibacterial Activity. The Journal of Organic Chemistry 73:2, pages 569-577.
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Shinpei Hirano, Satoshi Ichikawa & Akira Matsuda. (2007) Development of a Highly β-Selective Ribosylation Reaction without Using Neighboring Group Participation:  Total Synthesis of (+)-Caprazol, a Core Structure of Caprazamycins. The Journal of Organic Chemistry 72:26, pages 9936-9946.
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Chun-Cheng Lin, Mi-Dan Jan, Shiue-Shien Weng, Chang-Ching Lin & Chien-Tien Chen. (2006) O-Isopropylidenation of carbohydrates catalyzed by vanadyl triflate. Carbohydrate Research 341:11, pages 1948-1953.
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Mattias U. Roslund, Karel D. Klika, Reko L. Lehtilä, Petri Tähtinen, Reijo Sillanpää & Reko Leino. (2003) Conformation of the Galactose Ring Adopted in Solution and in Crystalline Form as Determined by Experimental and DFT 1 H NMR and Single-Crystal X-ray Analysis . The Journal of Organic Chemistry 69:1, pages 18-25.
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Nadim S. Shaikh, Vishnu H. Deshpande & Ashutosh V. Bedekar. (2001) Clay catalyzed chemoselective Michael type addition of aliphatic amines to α,β-ethylenic compounds. Tetrahedron 57:43, pages 9045-9048.
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Tsutomu Tsuchiya. 2001. Glycoscience: Chemistry and Chemical Biology I–III. Glycoscience: Chemistry and Chemical Biology I–III 117 194 .
Pallooru Muni Bhaskar & Duraikkannu Loganathan. (1998) Per-O-acetylation of sugars catalysed by montmorillonite K-10. Tetrahedron Letters 39:15, pages 2215-2218.
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J. ASAKURA, Y. MATSUBARA & M. YOSHIHARA. (2010) ChemInform Abstract: Clay Catalyzed Acetonation: A Simple Method for the Preparation of Isopropylidene Carbohydrates.. ChemInform 27:30.
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Jun-ichi Asakura, Morris J. Robins, Yukihiro Asaka & Tong Hei Kim. (1996) Removal of Acetal, Silyl, and 4,4‘-Dimethoxytrityl Protecting Groups from Hydroxyl Functions of Carbohydrates and Nucleosides with Clay in Aqueous Methanol. The Journal of Organic Chemistry 61:25, pages 9026-9027.
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