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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 13
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Original Articles

A Mild and Efficient Alumina-Promoted Synthesis of t-Butyl Esters

Kazuo Nagasawa Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru, 047-02, Japan
,
Shinji Yoshitake Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru, 047-02, Japan
,
Takao Amiya Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru, 047-02, Japan
&
Keiichi Ito Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru, 047-02, Japan
Pages 2033-2040 | Received 24 Apr 1990, Published online: 24 Oct 2006

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Joshua A. Mukhlall, Bruce C. Noll & William H. Hersh. (2011) Synthesis of chiral disulfides: potential reagents for enantioselective sulfurization. Journal of Sulfur Chemistry 32:3, pages 199-212.
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J.S. Yadav, Gondi SudershanReddy, Dale Srinivas & Konuru Himabindu. (1998) Zinc Promoted Mild and Efficient Method for the Esterification of Acid Chlorides with Alcohols. Synthetic Communications 28:13, pages 2337-2342.
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Yulai Hu, Weihua Pa, Wenfeng Cui & Jinxian Wang. (1992) Synthesis of Esters from Acyl Chlorides and Halide Under Solid-Liquid Phase Transfer Catalysis. Synthetic Communications 22:19, pages 2763-2767.
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Articles from other publishers (33)

Suniti Ghosh, Avik Ghosh, Soumadip Banerjee & Abhijit K. Das. (2023) Conversion of primary alcohol to ester in presence of Ruthenium(II)-PNP pincer complex and comparison with isoelectronic (PNP)Os and (PNP)Rh+ complexes: A computational study. Molecular Catalysis 549, pages 113486.
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Simin Feng. (2020) Research Progress in the Synthesis of Esters. IOP Conference Series: Earth and Environmental Science 440:2, pages 022019.
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Hao Qin, Zhen Song, Qian Zeng, Hongye Cheng, Lifang Chen & Zhiwen Qi. (2018) Bifunctional imidazole‐PTSA deep eutectic solvent for synthesizing long‐chain ester IBIBE in reactive extraction. AIChE Journal 65:2, pages 675-683.
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Stephen G. Davies, Ai M. Fletcher, Catherine J. Greenaway, Matthew S. Kennedy, Christoph Mayer, Paul M. Roberts & James E. Thomson. (2018) Trading N and O. Part 4: Asymmetric synthesis of syn-β-substituted-α-amino acids. Tetrahedron 74:38, pages 5049-5061.
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Xian Chen, Jingyuan Feng, Zhaoyang Fei, Wenjuan Sun, Jihai Tang, Pingping He, Mifen Cui & Xu Qiao. (2015) Synthesis of tert-butyl acetate via eco-friendly additive reaction over mesoprous silica catalysts with balanced Brönsted and Lewis acid sites. Journal of Porous Materials 23:1, pages 255-262.
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. 2014. Greene's Protective Groups in Organic Synthesis. Greene's Protective Groups in Organic Synthesis 686 836 .
Lin-Lin Dong, Ling He, Guo-Hong Tao & Changwei Hu. (2013) High yield of ethyl valerate from the esterification of renewable valeric acid catalyzed by amino acid ionic liquids. RSC Advances 3:14, pages 4806.
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Roman Błaszczyk, Anna Gajda, Stefan Zawadzki, Ewelina Czubacka & Tadeusz Gajda. (2010) N-Carbamate α-aminoalkyl-p-tolylsulfones—convenient substrates in the nitro-Mannich synthesis of secondary N-carbamate protected syn-2-amino-1-nitroalkanephosphonates. Tetrahedron 66:52, pages 9840-9848.
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Junzo Otera & Joji Nishikido. 2009. Esterification. Esterification 325 361 .
Nataliya S. Goulioukina, Grigorii N. Bondarenko, Alexei V. Bogdanov, Konstantin N. Gavrilov & Irina P. Beletskaya. (2009) Asymmetric Hydrogenation of α‐Keto Phosphonates with Chiral Palladium Catalysts. European Journal of Organic Chemistry 2009:4, pages 510-515.
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Xueshun Jia, Li Zhu, Qing Li, Jian Li, Dafeng Li & Shaoyu Li. (2019) An Efficient Protocol for the Acylation of T-butanol in the Presence of Samarium Diiodide. Journal of Chemical Research 2007:4, pages 203-204.
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V. A. Mamedov, E. A. Berdnikov, S. Tsuboi, H. Hamamoto, T. Komiyama, E. A. Gorbunova, A. T. Gubaidullin & I. A. Litvinov. (2006) Substituted benzaldehydes in the darzens condensation with alkyl dihaloacetates. Russian Chemical Bulletin 55:8, pages 1455-1463.
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Zhiying Duan, Yanlong Gu & Youquan Deng. (2006) Neutral ionic liquid [BMIm]BF4 promoted highly selective esterification of tertiary alcohols by acetic anhydride. Journal of Molecular Catalysis A: Chemical 246:1-2, pages 70-75.
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Masoud Salavati-Niasari, Tahereh Khosousi & Samansa Hydarzadeh. (2005) Highly selective esterification of tert-butanol by acetic acid anhydride over alumina-supported InCl3, GaCl3, FeCl3, ZnCl2, CuCl2, NiCl2, CoCl2 and MnCl2 catalysts. Journal of Molecular Catalysis A: Chemical 235:1-2, pages 150-153.
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Paolo Strazzolini, Nazareno Misuri & Pierluigi Polese. (2005) Efficient cleavage of carboxylic tert-butyl and 1-adamantyl esters, and N-Boc-amines using H2SO4 in CH2Cl2. Tetrahedron Letters 46:12, pages 2075-2078.
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Sanjeev Kumar & Uma Ramachandran. (2005) A simple catalytic route to naproxen. Tetrahedron: Asymmetry 16:3, pages 647-649.
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Jianzhou Gui, Xiaohui Cong, Dan Liu, Xiaotong Zhang, Zhide Hu & Zhaolin Sun. (2004) Novel Brønsted acidic ionic liquid as efficient and reusable catalyst system for esterification. Catalysis Communications 5:9, pages 473-477.
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Frédéric Lemaître, Dominique Lucas, Katherine Groison, Philippe Richard, Yves Mugnier & Pierre D. Harvey. (2003) Thermal and Electrochemical C−X Activation (X = Cl, Br, I) by the Strong Lewis Acid Pd 3 (dppm) 3 (CO) 2+ Cluster and Its Catalytic Applications . Journal of the American Chemical Society 125:18, pages 5511-5522.
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. (2003) Indium Promoted-Convenient Method for Acylation of Alcohols with Acyl Chlorides. Bulletin of the Korean Chemical Society 24:2, pages 155-156.
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Frédéric Lemaître, Dominique Lucas, Yves Mugnier & Pierre D. Harvey. (2002) The Pd 3 (dppm) 3 (CO) 2+ Cluster: An Efficient Electrochemically Assisted Lewis Acid Catalyst for the Fluorination and Alcoholysis of Acyl Chlorides . The Journal of Organic Chemistry 67:21, pages 7537-7540.
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Joan Fraga-Dubreuil, Khadidja Bourahla, Mustapha Rahmouni, Jean Pierre Bazureau & Jack Hamelin. (2002) Catalysed esterifications in room temperature ionic liquids with acidic counteranion as recyclable reaction media. Catalysis Communications 3:5, pages 185-190.
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Katarzyna Błażewska & Tadeusz Gajda. (2002) ( S )-Naproxen® and ( S )-Ibuprofen® chlorides—convenient chemical derivatizing agents for the determination of the enantiomeric excess of hydroxy and aminophosphonates by 31 P NMR. Tetrahedron: Asymmetry 13:7, pages 671-674.
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Vasant R. Choudhary, Kshudiram Mantri & Suman K. Jana. (2001) Highly selective Si-MCM-41 supported InCl3, GaCl3, FeCl3 and ZnCl2 catalysts for low temperature esterification of tert-butanol by acetic anhydride. Microporous and Mesoporous Materials 47:2-3, pages 179-183.
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Vasant R. Choudhary, Kshudiram Mantri & Suman K. Jana. (2001) Selective esterification of tert-butanol by acetic acid anhydride over clay supported InCl3, GaCl3, FeCl3 and InCl2 catalysts. Catalysis Communications 2:2, pages 57-61.
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Gérard Romeder. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Viresh H. Rawal, Seiji Iwasa, Alan S. Florjancic & Agnes Fabre. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
James G. Boyd & Wen Lin. 2001. Peptides: The Wave of the Future. Peptides: The Wave of the Future 61 62 .
Hashem Sharghi, Khodabakhsh Niknam & Ahmad Reza Massah. (2009) A facile and convenient method for the preparation of macrocyclic diamides. Journal of Heterocyclic Chemistry 36:3, pages 601-606.
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Paolo Strazzolini, Maria Grazia Dall'Arche & Angelo G. Giumanini. (1998) Nitrolysis of carboxylic t-butyl and 1-adamantyl esters. Tetrahedron Letters 39:50, pages 9255-9258.
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George W. Kabalka & Richard M. Pagni. (1997) Organic reactions on alumina. Tetrahedron 53:24, pages 7999-8065.
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. 1995. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 166 183 .
Kazuo Nagasawa, Keiko Ohhashi, Asami Yamashita & Keiichi Ito. (1994) Activated Basic Alumina Promotes a Mild, Clean and High-Yield Racemization-Free Synthesis of t-Butyl Esters from Chiral Acid Bromides and t-Butyl Alcohol. Chemistry Letters 23:2, pages 209-212.
Crossref
K. NAGASAWA, S. YOSHITAKE, T. AMIYA & K. ITO. (2010) ChemInform Abstract: A Mild and Efficient Alumina‐Promoted Synthesis of t‐Butyl Esters.. ChemInform 22:9.
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