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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 7
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Original Articles

Efficient Iron‐Catalyzed Sakurai–Michael Addition of Allyltrimethylsilane to Chalcones

Li‐Wen Xu Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China; State Key Laboratory for Oxosynthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, and Graduate School of the Chinese Academy of Sciences, Lanzhou, ChinaCorrespondence[email protected]
,
Ming‐Song Yang Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China
,
Hua‐Yu Qiu Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China
,
Guo‐Qiao Lai Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China
&
Jian‐Xiong Jiang Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China
Pages 1011-1019 | Received 12 Dec 2007, Published online: 12 Mar 2008

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SwapnilR. Sarda, WamanraoN. Jadhav, AmitS. Shete, KiranB. Dhopte, SachinM. Sadawarte, PrashantJ. Gadge & RajendraP. Pawar. (2010) Phosphonium Ionic Liquid–Catalyzed Michael Addition of Mercaptans to α,β-Unsaturated Ketones. Synthetic Communications 40:14, pages 2178-2184.
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Articles from other publishers (26)

Stefan Leisering, Sebastian Ponath, Kamar Shakeri, Alexandros Mavroskoufis, Merlin Kleoff, Patrick Voßnacker, Simon Steinhauer, Manuela Weber & Mathias Christmann. (2022) Synthesis of 3- epi -Hypatulin B Featuring a Late-Stage Photo-Oxidation in Flow . Organic Letters 24:24, pages 4305-4309.
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Bhupender Kumar, Marri Sameer Reddy, Kartikey Dhar Dwivedi, Amarjeet Dahiya, J. Nagendra Babu & L. Raju Chowhan. (2021) Synthesis of in situ immobilized iron oxide nanoparticles (Fe 3 O 4 ) on microcrystalline cellulose: Ecofriendly and recyclable catalyst for Michael addition . Applied Organometallic Chemistry 36:1.
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Michael Z. Liang & Simon J. Meek. (2020) Synthesis of Quaternary Carbon Stereogenic Centers by Diastereoselective Conjugate Addition of Boron-Stabilized Allylic Nucleophiles to Enones. Journal of the American Chemical Society 142:22, pages 9925-9931.
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Yi Gong, Zhong-Yan Cao, Ying-Bo Shi, Feng Zhou, Ying Zhou & Jian Zhou. (2019) A highly efficient Hg(OTf) 2 -mediated Sakurai–Hosomi allylation of N-tert -butyloxycarbonylamino sulfones, aldehydes, fluoroalkyl ketones and α,β-unsaturated enones using allyltrimethylsilane . Organic Chemistry Frontiers 6:24, pages 3989-3995.
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Qiong Tang, Kai Fu, Peiran Ruan, Shunxi Dong, Zhishan Su, Xiaohua Liu & Xiaoming Feng. (2019) Asymmetric Catalytic Formal 1,4‐Allylation of β,γ‐Unsaturated α‐Ketoesters: Allylboration/Oxy‐Cope Rearrangement. Angewandte Chemie International Edition 58:34, pages 11846-11851.
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Qiong Tang, Kai Fu, Peiran Ruan, Shunxi Dong, Zhishan Su, Xiaohua Liu & Xiaoming Feng. (2019) Asymmetric Catalytic Formal 1,4‐Allylation of β,γ‐Unsaturated α‐Ketoesters: Allylboration/Oxy‐Cope Rearrangement. Angewandte Chemie 131:34, pages 11972-11977.
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Weilong Lin, Jiajia Cheng & Shengming Ma. (2016) Iron(III) Chloride‐Catalyzed Tandem Aza‐Prins/Friedel–Crafts Cyclization of 2‐Arylethyl‐2,3‐butadienyl Tosylamides and Aldehydes‐An Efficient Synthesis of Benzo[ f ]isoquinolines . Advanced Synthesis & Catalysis 358:12, pages 1989-1999.
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Ingmar Bauer & Hans-Joachim Knölker. (2015) Iron Catalysis in Organic Synthesis. Chemical Reviews 115:9, pages 3170-3387.
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Jolene P. Reid, Catherine A. McAdam, Adam J. S. Johnston, Matthew N. Grayson, Jonathan M. Goodman & Matthew J. Cook. (2015) Base-Mediated Cascade Rearrangements of Aryl-Substituted Diallyl Ethers. The Journal of Organic Chemistry 80:3, pages 1472-1498.
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Wen-Hui Deng, Fei Ye, Xing-Feng Bai, Li Li, Tao Song, Yun-Long Wei & Li-Wen Xu. (2014) Chlorotrimethylsilane (TMSCl): an efficient silicon-based Lewis acid mediator in allylic alkylation using a diethylzinc reagent. RSC Adv. 4:1, pages 479-483.
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Pabitra Kumar Kalita & Prodeep Phukan. (2013) Facile chemoselective carbonyl allylation of chalcones with allyltributylstannane catalyzed by CuI. Tetrahedron Letters 54:33, pages 4442-4445.
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Emmanuel Vrancken & Jean-Marc Campagne. 2009. PATAI'S Chemistry of Functional Groups. PATAI'S Chemistry of Functional Groups.
Jiajia Cheng, Xinjun Tang & Shengming Ma. (2013) Highly Selective FeCl 3 -Catalyzed Cyclization of β-Sulfonamidoallenes or β-Allenols and Aldehydes . ACS Catalysis 3:4, pages 663-666.
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Hideyuki Sugimura, Hiiro Miyazaki & Yui Makita. (2012) Lewis acid-promoted reaction of β,γ-unsaturated α,α-dimethoxy esters with silyl nucleophiles. Tetrahedron Letters 53:34, pages 4584-4587.
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Xin-xin Mao, Jiao Wang, Qun-hua Xia & Yong-miao Shen. (2011) Complex containing a Lewis acid and Brønsted acid for the catalytic reactions of aza-Michael addition. Kinetics and Catalysis 52:4, pages 525-528.
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Charlene Fallan, Paul F. Quigley & Hon Wai Lam. (2011) Ytterbium-Catalyzed Conjugate Allylation of Alkylidene Malonates. The Journal of Organic Chemistry 76:10, pages 4112-4118.
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Xudong Sun, Yijun Du, Chunqing Li & Chenze Qi. (2010) Novel efficient procedure for the conjugate addition of amines to electron deficient alkenes. Kinetics and Catalysis 51:5, pages 653-656.
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Marion Arndt, Anne Reinhold & Gerhard Hilt. (2010) Cobalt-Catalyzed 1,4-Hydrovinylation of Allylsilane and Allylboronic Esters for the Synthesis of Hydroxy-Functionalized 1,4-Dienes. The Journal of Organic Chemistry 75:15, pages 5203-5210.
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NanNan Quan, ShaoHua Bao & JianGuo Yang. (2010) Highly efficient procedure for the conjugate addition of amines to electron deficient alkenes catalyzed by novel ionic liquid. Chinese Science Bulletin 55:23, pages 2512-2516.
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An-ping Liao, Ping Lan, Mei Li & Li-hong Lan. (2010) Highly efficient procedure for the conjugate addition of amines to electron deficient alkenes. Kinetics and Catalysis 51:2, pages 225-228.
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Lu CHEN, Juan ZHU, Haihong WU, Jianguo YANG & Jian WANG. (2009) Hydrotalcite-like Materials as Catalyst for the Conjugate Addition of Amines to Electron Deficient Alkenes. Chinese Journal of Chemical Engineering 17:5, pages 875-878.
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XueZheng Liang, NanNan Quan, Jian Wang & JianGuo Yang. (2009) Highly efficient heterogeneous procedure for the conjugate addition of amines to electron deficient alkenes. Science in China Series B: Chemistry 52:7, pages 874-878.
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Xuezheng LIANG, Jing ZHANG, Shaohua BAO & Jianguo YANG. (2009) Highly Efficient Conjugate Addition of Amines to Electron Deficient Alkenes Catalyzed by KF Supported on Metal Oxides. Chinese Journal of Chemistry 27:7, pages 1221-1224.
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Pedro O. Miranda, Rubén M. Carballo, Víctor S. Martín & Juan I. Padrón. (2008) A New Catalytic Prins Cyclization Leading to Oxa- and Azacycles. Organic Letters 11:2, pages 357-360.
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Xuezheng Liang, Youfei Wang, Guozhen Gong & Jianguo Yang. (2008) Novel multi-SO3H functional ionic liquid for the conjugate addition of amines to electron deficient alkenes. Catalysis Communications 10:3, pages 281-284.
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Li‐Wen Xu, Ming‐Song Yang, Hua‐Yu Qiu, Guo‐Qiao Lai & Jian‐Xiong Jiang. (2008) ChemInform Abstract: Efficient Iron‐Catalyzed Sakurai—Michael Addition of Allyltrimethylsilane to Chalcones.. ChemInform 39:38.
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