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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 6
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Original Articles

Mukaiyama Aldol Reactions of Silyl Enolates Catalyzed by Iodine

Pages 1065-1070 | Received 22 Sep 2003, Published online: 21 Aug 2006

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (2)

Kandarpa Phukan, Mausumi Ganguly & Nirada Devi. (2009) Mild and Useful Method for N-Acylation of Amines. Synthetic Communications 39:15, pages 2694-2701.
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Rudhramyna Gnaneshwar & Swaminathan Sivaram. (2006) Conjugate Addition of a Silyl Ketene Acetal to α,β‐Unsaturated Lactones. Synthetic Communications 36:7, pages 885-890.
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Articles from other publishers (30)

Lewis T. Ibbotson, Kirsten E. Christensen, Miroslav Genov, Alexander Pretsch, Dagmar Pretsch & Mark G. Moloney. (2022) Tricyclic Fused Lactams by Mukaiyama Cyclisation of Phthalimides and Evaluation of their Biological Activity. Antibiotics 12:1, pages 9.
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Revannath L. Sutar & Stefan M. Huber *. 2022. Iodine Catalysis in Organic Synthesis. Iodine Catalysis in Organic Synthesis 27 67 .
Revannath L. Sutar, Nikita Erochok & Stefan M. Huber. (2021) Mukaiyama aldol reaction catalyzed by (benz)imidazolium-based halogen bond donors. Organic & Biomolecular Chemistry 19:4, pages 770-774.
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Revannath L. Sutar, Elric Engelage, Raphael Stoll & Stefan M. Huber. (2020) Bidentate Chiral Bis(imidazolium)‐Based Halogen‐Bond Donors: Synthesis and Applications in Enantioselective Recognition and Catalysis. Angewandte Chemie International Edition 59:17, pages 6806-6810.
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Revannath L. Sutar, Elric Engelage, Raphael Stoll & Stefan M. Huber. (2020) Zweizähnige chirale Bis(imidazolium)‐basierte Halogenbrückendonoren: Synthese und Anwendungen in enantioselektiver Erkennung und Katalyse. Angewandte Chemie 132:17, pages 6872-6877.
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Martin Breugst & Daniel von der Heiden. (2018) Mechanisms in Iodine Catalysis. Chemistry - A European Journal 24:37, pages 9187-9199.
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Zubeda Begum, Ch. Kishore, V. Veerabhadra Reddy & B.V. Subba Reddy. (2014) Aza-Ferrier rearrangement of glycals with amides promoted by molecular iodine. Tetrahedron Letters 55:44, pages 6048-6050.
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J.S. Yadav, G. Narasimhulu, N. Umadevi, Y. Vikram Reddy & B.V. Subba Reddy. (2013) SN2 substitution reaction of 2-C-acetoxymethyl glycals catalyzed by iodine: a novel synthesis of 2-C-N-arylamidomethyl glycals. Tetrahedron Letters 54:8, pages 871-873.
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Sanjib Deuri & Prodeep Phukan. (2012) Iodine catalyzed Mukaiyama-Michael reaction: experimental evaluation of catalytic effect in conjunction with computational study of the reaction mechanism. Journal of Physical Organic Chemistry 25:12, pages 1228-1235.
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S. Veeraswamy, K. Indrasena Reddy, R. Venkat Ragavan, K. Tirumal Reddy, Satyanarayana Yennam & A. Jayashree. (2012) An efficient one-step chemoselective reduction of alkyl ketones over aryl ketones in β-diketones using LiHMDS and lithium aluminium hydride. Tetrahedron Letters 53:35, pages 4651-4653.
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Indranirekha Saikia & Prodeep Phukan. (2012) Catalyst-free Vicinal bromoazidation of olefins using TMSN3 and NBS. Comptes Rendus Chimie 15:8, pages 688-692.
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Sanjib Deuri & Prodeep Phukan. (2011) Catalytic effect of molecular iodine in Diels–Alder reaction: a density functional theory study. Structural Chemistry 22:5, pages 1075-1085.
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Marjan Jereb, Dejan Vražič & Marko Zupan. (2011) Iodine-catalyzed transformation of molecules containing oxygen functional groups. Tetrahedron 67:7, pages 1355-1387.
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Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents.
J.S. Yadav, B.V. Subba Reddy, T. Srinivasa Rao, K. Bhavani & A. Raju. (2010) Iodine as a versatile catalyst for the hydroalkylation of vinyl arenes with 1,3-diketones. Tetrahedron Letters 51:19, pages 2622-2624.
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Venkat Reddy Chintareddy, Kuldeep Wadhwa & John G. Verkade. (2009) P(PhCH 2 NCH 2 CH 2 ) 3 N Catalysis of Mukaiyama Aldol Reactions of Aliphatic, Aromatic, and Heterocyclic Aldehydes and Trifluoromethyl Phenyl Ketone . The Journal of Organic Chemistry 74:21, pages 8118-8132.
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J.S. Yadav, B.V. Subba Reddy, T. Srinivasa Rao & B. Bala M. Krishna. (2009) Iodine-catalyzed intermolecular hydroamination of vinyl arenes. Tetrahedron Letters 50:38, pages 5351-5353.
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J.S. Yadav, B.V. Subba Reddy, G. Narasimhulu, N. Sivasankar Reddy & P. Janardhan Reddy. (2009) Iodine-catalyzed 1,4-addition of 2-(trimethylsilyloxy)furan to α,β-unsaturated ketones: a facile synthesis of γ-butenolides. Tetrahedron Letters 50:27, pages 3760-3762.
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Dolly Kataki & Prodeep Phukan. (2009) Iodine-catalyzed one-pot three-component synthesis of homoallyl benzyl ethers from aldehydes. Tetrahedron Letters 50:17, pages 1958-1960.
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J.S. Yadav, B.V.Subba Reddy, G. Narasimhulu & G. Satheesh. (2008) Iodine as a mild and efficient catalyst for the diastereoselective synthesis of δ-silyloxy-γ-lactones. Tetrahedron Letters 49:39, pages 5683-5686.
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Xiang-Shan Wang, Qing Li, Chang-Sheng Yao & Shu-Jiang Tu. (2008) An Efficient Method for the Synthesis of Benzo[ f ]quinoline and Benzo[ a ]phenanthridine Derivatives Catalyzed by Iodine by a Three-Component Reaction of Arenecarbaldehyde, Naphthalen-2-amine, and Cyclic Ketone . European Journal of Organic Chemistry 2008:20, pages 3513-3518.
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Li Wang & Ming Wah Wong. (2008) Mechanism of halogen-catalyzed Mukaiyama aldol reactions: concerted or stepwise?. Tetrahedron Letters 49:24, pages 3916-3920.
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Chiong Teck Wong & Ming Wah Wong. (2007) Mechanism of Metal Chloride-Promoted Mukaiyama Aldol Reactions. The Journal of Organic Chemistry 72:4, pages 1425-1430.
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Prodeep Phukan, Dolly Kataki & Pranita Chakraborty. (2006) Direct synthesis of Cbz-protected β-amino ketones by iodine-catalyzed three-component condensation of aldehydes, ketones and benzyl carbamate. Tetrahedron Letters 47:31, pages 5523-5525.
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Jie Wu, Wei Sun, Hong-Guang Xia & Xiaoyu Sun. (2006) A facile and highly efficient route to α-amino phosphonates via three-component reactions catalyzed by Mg(ClO 4 ) 2 or molecular iodine . Org. Biomol. Chem. 4:9, pages 1663-1666.
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Jie Wu, Hong-Guang Xia & Ke Gao. (2006) Molecular iodine: a highly efficient catalyst in the synthesis of quinolinesvia Friedländer annulation. Org. Biomol. Chem. 4:1, pages 126-129.
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Hong-She Wang, Li-Fang Zhao & Zhi-Ming Du. (2006) Iodine Catalyzed Three-component Strecker-type Synthesis ofα-Aminonitriles from Aldehydes, Amines and Tributyltin Cyanide. Chinese Journal of Chemistry 24:1, pages 135-137.
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Prodeep Phukan. (2004) Mukaiyama Aldol Reactions of Silyl Enolates Catalyzed by Iodine.. ChemInform 35:32.
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Prodeep Phukan. (2004) Iodine as an extremely powerful catalyst for the acetylation of alcohols under solvent-free conditions. Tetrahedron Letters 45:24, pages 4785-4787.
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Prodeep Phukan. (2004) Iodine as a Very Powerful Catalyst for Three-Component Synthesis of Protected Homoallylic Amines. The Journal of Organic Chemistry 69:11, pages 4005-4006.
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