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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 1-2
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Original Articles

A Mild Method for the Preparation of Functionalised, Unsymmetrical Ketene Acetals

Donald S. Middleton Department of Chemistry, Queen Mary College, Mile End Road, London, El 4NS
&
Nigel S. Simpkins Department of Chemistry, Queen Mary College, Mile End Road, London, El 4NS
Pages 21-29 | Received 06 Jun 1988, Published online: 24 Oct 2006

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Shallu, M.L. Sharma & Jasvinder Singh. (2012) Envirocat (K10-MX)–Catalyzed Regioselective Transformation of Alkenes into Iodohydrins and β-Iodo Ethers and Further Conversion of Iodohydrins to Epoxides Using Al2O3-Na2CO3 Under MWI. Synthetic Communications 42:9, pages 1306-1324.
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Articles from other publishers (28)

Cheng-dong Wang, Qinyang Chen, Seunghoon Shin & Cheon-Gyu Cho. (2020) Total Synthesis of (±)-Clivonine via Diels–Alder Reactions of 3,5-Dibromo-2-pyrone. The Journal of Organic Chemistry 85:15, pages 10035-10049.
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Shekhar KC, Prakash Basnet, Surendra Thapa, Bijay Shrestha & Ramesh Giri. (2018) Ni-Catalyzed Regioselective Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling and Application to the Concise Synthesis of Lignan Natural Products. The Journal of Organic Chemistry 83:5, pages 2920-2936.
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Jed M. Burns, Elizabeth H. Krenske & Ross P. McGeary. (2016) Aromatic Claisen Rearrangements of Benzyl Ketene Acetals: Conversion of Benzylic Alcohols to ( ortho ‐Tolyl)acetates . European Journal of Organic Chemistry 2017:2, pages 252-256.
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Nirnita Chakraborty, Sougata Santra, Shrishnu Kumar Kundu, Alakananda Hajra, Grigory V. Zyryanov & Adinath Majee. (2015) Combination of NH 2 OH·HCl and NaIO 4 : an effective reagent for molecular iodine-free regioselective 1,2-difunctionalization of olefins and easy access of terminal acetals . RSC Advances 5:70, pages 56780-56788.
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Elżbieta Maziarz & Bartłomiej Furman. (2014) Acid catalyzed rearrangement of vinyl and ketene acetals. Tetrahedron 70:8, pages 1651-1658.
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Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 283 284 .
Junhwa Shin, Pochi Shum, Jessica Grey, Shin-ichi Fujiwara, Guarov S. Malhotra, Andres González-Bonet, Seok-Hee Hyun, Elaine Moase, Theresa M. Allen & David H. Thompson. (2012) Acid-Labile mPEG–Vinyl Ether–1,2-Dioleylglycerol Lipids with Tunable pH Sensitivity: Synthesis and Structural Effects on Hydrolysis Rates, DOPE Liposome Release Performance, and Pharmacokinetics. Molecular Pharmaceutics 9:11, pages 3266-3276.
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Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 336 337 .
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 000 000 .
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis 000 000 .
Manoj K. Agrawal, Subbarayappa Adimurthy, Bishwajit Ganguly & Pushpito K. Ghosh. (2009) Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents. Tetrahedron 65:14, pages 2791-2797.
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Scott C. Virgil, Ying Zeng, Fanzuo Kong & Julie A. Pigza. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Antonio J. Mota, Elena Castellanos, Luis Álvarez de Cienfuegos & Rafael Robles. (2005) Semiempirical MO approach to the mechanism of the NIS-mediated nucleophilic addition to glycals: multicomponent intermediates as models to tackle reactivity in organic chemistry. Tetrahedron: Asymmetry 16:9, pages 1615-1629.
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Scott C. Virgil, Ying Zeng & Fanzuo Kong. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Yudong Cai, Brian P. Roberts, Derek A. Tocher & Sarah A. Barnett. (2004) Carbon–carbon bond formation by radical addition–fragmentation reactions of O-alkylated enols. Org. Biomol. Chem. 2:17, pages 2517-2529.
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M Smietana, V Gouverneur & C Mioskowski. (2000) An improved synthesis of iodohydrins from alkenes. Tetrahedron Letters 41:2, pages 193-195.
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Matthias Lergenmüller, Tomoo Nukada, Koji Kuramochi, Akihito Dan, Tomoya Ogawa & Yukishige Ito. (1999) On the Stereochemistry of Tethered Intermediates inp-Methoxybenzyl-Assisted β-Mannosylation. European Journal of Organic Chemistry 1999:6, pages 1367-1376.
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Rie Inoue, Junko Nakao, Hiroshi Shinokubo & Koichiro Oshima. (1997) Radical Cyclization of Allyl 2-Iodophenyl Ether, N , N -Diallyl-2-iodoaniline, and 2-Iodoethanal Acetal by Means of Trialkylmanganate(II) . Bulletin of the Chemical Society of Japan 70:9, pages 2039-2049.
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Ana B. Bueno, M. Carmen Carreño, José L. García Ruano, Ramón Gómez Arrayás & María M. Zarzuelo. (1997) Sulfoxide-Mediated Asymmetric Synthesis of Glycosidase Inhibitor Precursors. The Journal of Organic Chemistry 62:7, pages 2139-2143.
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Andrea Vaupel & Paul Knochel. (1996) Stereoselective Synthesis of Heterocyclic Zinc Reagents via a Nickel-Catalyzed Radical Cyclization. The Journal of Organic Chemistry 61:17, pages 5743-5753.
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. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 1085 1229 .
Gary N. Sheldrake. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 823 877 .
David T. Macpherson & Harshad K. Rami. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 159 214 .
Andrea Vaupel & Paul Knochel. (1994) Stereoselective synthesis of substituted tetrahydrofurans and butyrolactones by a new nickel catalyzed carbozincation. Tetrahedron Letters 35:45, pages 8349-8352.
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. 1992. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 298 485 .
Eric Block & Adrian L. Schwan. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 329 362 .
D. S. MIDDLETON & N. S. SIMPKINS. (2016) ChemInform Abstract: A Mild Method for the Preparation of Functionalized, Unsymmetrical Ketene Acetals.. ChemInform 20:40.
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