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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 9
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Original Articles

A Highly Stereoselective Synthesis of 2,3,4,5‐Tetrasubstituted‐trans‐2,3‐dihydrofurans

Weiguo Cao Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai, P.R. ChinaCorrespondence[email protected]
,
Weiyu Ding Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China
,
Jie Chen Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China
,
Yali Chen Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China
,
Qin Zang Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China
&
Guodong Chen Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China
Pages 1599-1608 | Received 07 May 2003, Published online: 16 Aug 2006

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Mohammad Anary-Abbasinejad, Alireza Hassanabadi & Maedeh Abbasi Gavarti. (2012) Efficient One-Pot Synthesis of Alkyl 2-(Bromomethyl)-2-(4-aryl)-4-alkoxy-5-oxo-2,5-dihydrofuran-3-carboxylate. Synthetic Communications 42:10, pages 1426-1431.
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Mohammad Anary-Abbasinejad, Nasim Shams & Alireza Hassanabadi. (2010) An Efficient, One-Pot Synthesis of Dialkyl 5-Hydroxy-4-aryl-2,5-dihydrofuran-2,3-dicarboxylate Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 185:9, pages 1823-1829.
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Weiguo Cao, Guodong Chen, Jie Chen & Rongqing Chen. (2005) Simple Approach to the High Stereoselective Synthesis of trans‐2,3‐Dihydrofuran Derivatives. Synthetic Communications 35:4, pages 527-533.
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Guodong Chen, Weiguo Cao, Jie Chen & Rongqing Chen. (2004) High Stereoselective Synthesis of trans‐2,3‐Dihydrofuran Derivatives. Synthetic Communications 34:20, pages 3793-3799.
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Articles from other publishers (27)

Ali Abutalebi, Mohammad H Mosslemin & Razieh Mohebat. (2019) Synthesis of functionalized trans -2,3-disubstituted-hexahydrobenzofurans in an aqueous medium using triethanolamine as catalyst . Journal of Chemical Research 43:1-2, pages 39-42.
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Hossein Shahbazi-Alavi, Seyed Hadi Nazemzadeh, Javad Safaei-Ghomi & Hadi Basharnavaz. (2018) Synthesis of trans -dihydrofurans using bis (1(3-trimethoxysilylpropyl)-3-methyl-imidazolium) nickel tetrachloride tethered to colloidal silica nanoparticles . Journal of the Chinese Chemical Society 65:7, pages 856-860.
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Mohammad Reza Salari, Mohammad H. Mosslemin & Alireza Hassanabadi. (2017) Diastereoselective Synthesis of Functionalised Trans -Tetrahydrobenzofuran-4-Ones in an Aqueous Medium by using DABCO as an Efficient Catalyst . Journal of Chemical Research 41:11, pages 657-660.
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Javad Safaei-Ghomi & Hossein Shahbazi-Alavi. (2017) Synthesis of dihydrofurans using nano-CuFe2O4@Chitosan. Journal of Saudi Chemical Society 21:6, pages 698-707.
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Maryam Salari, Mohammad H. Mosslemin & Alireza Hassanabadi. (2017) Synthesis of a series of novel 2,3-dihydrofurano-γ-lactone derivatives using DABCO as catalyst in an aqueous medium. Journal of Chemical Research 41:8, pages 469-472.
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Maryam Salari, Mohammad H. Mosslemin & Alireza Hassanabadi. (2017) Synthesis of a series of novel 2,3-dihydrofuranonaphthoquinone derivatives. Journal of Chemical Research 41:8, pages 448-451.
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Maryam Salari, Alireza Hassanabadi & Mohammad H. Mosslemin. (2017) A clean, simple and efficient synthesis of trans -[3-(aryl)-2,3-dihydrofuro[3,2- h ] quinolin-2-yl]-(4-chlorophenyl)methanones . Journal of Chemical Research 41:7, pages 380-383.
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Javad Safaei-Ghomi, Hossein Shahbazi-Alavi & Seyed Hadi Nazemzadeh. (2017) Ionic liquid attached to colloidal silica nanoparticles: as high performance catalyst for the preparation of dihydrofurans under microwave irradiation. Journal of Nanostructure in Chemistry 7:2, pages 113-119.
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Maryam Salari, Alireza Hassanabadi & Mohammad H. Mosslemin. (2017) Green synthesis of trans -2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones . Journal of Chemical Research 41:5, pages 271-274.
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Maryam Salari, Mohammad H. Mosslemin & Alireza Hassanabadi. (2017) DABCO as an Efficient Catalyst for the Diastereoselective Synthesis of trans -(4-chlorophenyl)-7-aryl-6,7-dihydro-[1,3]dioxolo[4,5- f ]benzofuran-6-yl) Methanone in an Aqueous Medium . Journal of Chemical Research 41:1, pages 60-63.
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Yellaiah Tangella, Kesari Lakshmi Manasa, V. Laxma Nayak, Manda Sathish, B. Sridhar, Abdullah Alarifi, Narayana Nagesh & Ahmed Kamal. (2017) An efficient one-pot approach for the regio- and diastereoselective synthesis of trans-dihydrofuran derivatives: cytotoxicity and DNA-binding studies. Organic & Biomolecular Chemistry 15:32, pages 6837-6853.
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Long Cao, Xiaohong Zhou, Jie Chen, Hui Zhang, Hongmei Deng, Min Shao, Mark C. McMills & Weiguo Cao. (2014) Stereoselective synthesis of sulfonyl-substituted trans-2,3-dihydrofuran derivatives via reaction of arsonium Ylides with α,β-unsaturated ketones. Chemical Research in Chinese Universities 30:4, pages 596-600.
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Alireza Hassanabadi & Rahele Zhiani. (2013) Potassium Thiocyanate as an Efficient Catalyst in One-Pot Reaction of Dialkyl Acetylenedicarboxylates with Indane-1,3-Dione. Journal of Chemical Research 37:8, pages 458-459.
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Haigang Yu, Jing Han, Jie Chen, Hongmei Deng, Min Shao, Hui Zhang & Weiguo Cao. (2012) Preparation of (E)-4-Aryl-1,1,1-trifluoro-3-tosylbut-3-en-2-ones as Fluorinated Building Blocks and Their Application in Ready and Highly Stereoselective Routes to trans-2,3-Dihydrofurans Substituted with Trifluoromethyl and Sulfonyl Groups. European Journal of Organic Chemistry 2012:16, pages 3142-3150.
Crossref
Che-Ping Chuang & Kuang-Po Chen. (2012) N-Phenacylpyridinium bromides in the one-pot synthesis of 2,3-dihydrofurans. Tetrahedron 68:5, pages 1401-1406.
Crossref
Sandro Cacchi, Giancarlo Fabrizi, Antonella Goggiamani, Antonia Iazzetti, David Madec, Giovanni Poli & Guillaume Prestat. (2011) Functionalized 2,3-dihydrofurans via palladium-catalyzed oxyarylation of α-allyl-β-ketoesters. Organic & Biomolecular Chemistry 9:24, pages 8233.
Crossref
Zhenqi Chen, Jiaping Zhang, Jie Chen, Hongmei Deng, Min Shao, Hui Zhang & Weiguo Cao. (2010) Highly stereoselective synthesis of trans-4-trifluoromethylsulfonyl-2,3-dihydrofurans from arsonium ylides and (E)-α-trifluoromethylsulfonyl-α,β-unsaturated ketones. Tetrahedron 66:32, pages 6181-6187.
Crossref
Qi-Fang Wang, Hong Hou, Li Hui & Chao-Guo Yan. (2009) Diastereoselective Synthesis of trans -2,3-Dihydrofurans with Pyridinium Ylide Assisted Tandem Reaction . The Journal of Organic Chemistry 74:19, pages 7403-7406.
Crossref
Shengyong You, Jianying Li & Mingzhong Cai. (2009) A facile stereoselective synthesis of (Z)-α-arylsulfonyl-α,β-unsaturated ketones. Tetrahedron 65:34, pages 6863-6867.
Crossref
Che-Ping Chuang, Kuang-Po Chen, Yu-Lin Hsu, An-I. Tsai & Shui-Te Liu. (2008) α-Nitro carbonyl compounds in the synthesis of 2,3-dihydrofurans. Tetrahedron 64:32, pages 7511-7516.
Crossref
Weiguo Cao, Hui Zhang, Jie Chen, Hongmei Deng, Min Shao, Lu Lei, Jiaxian Qian & Yuan Zhu. (2008) A facile preparation of trans-1,2-cyclopropanes containing p-trifluoromethylphenyl group and its application to the construction of pyrazole and cyclopropane ring fused pyridazinone derivatives. Tetrahedron 64:28, pages 6670-6674.
Crossref
Hai‐Yan JIANG, Wei‐Guo CAO, Hui ZHANG, Ru‐Shu SUN, Jie CHEN, Hong‐Mei DENG, Min SHAO & Shi‐Zheng ZHU. (2008) Stereoselective Synthesis of trans ‐2‐Thien‐ α ‐oyl‐3‐ [(un)substituted phenyl]‐4‐acetyl‐5‐methyl‐2,3‐dihydrofurans . Chinese Journal of Chemistry 26:4, pages 736-740.
Crossref
Weiguo Cao, Hui Zhang, Jie Chen, Xiaohong Zhou, Min Shao & Mark C. McMills. (2008) Stereoselective synthesis of highly substituted trans-2,3-dihydrofuran and trans-1,2-cyclopropane derivatives containing sulfonyl groups. Tetrahedron 64:1, pages 163-167.
Crossref
Valentine G. Nenajdenko, Arkady L. Krasovskiy & Elizabeth S. Balenkova. (2007) The chemistry of sulfinyl and sulfonyl enones. Tetrahedron 63:51, pages 12481-12539.
Crossref
Hui Zhang, Wei‐Guo Cao, Jie Chen, Ji‐Rong Hu, Jia‐Xian Qian & Shi‐Zheng Zhu. (2007) Highly Stereoselective Synthesis of trans ‐3‐Aryl‐4‐carbethoxy‐2,3‐dihydro‐2‐fur‐2′‐oyl‐5‐methylfurans . Chinese Journal of Chemistry 25:7, pages 968-972.
Crossref
Zhanjun Yang, Mingjin Fan, Ruizhu Mu, Weimin Liu & Yongmin Liang. (2005) A facile synthesis of highly functionalized dihydrofurans based on 1,4-diazabicyclo[2.2.2]octane (DABCO) catalyzed reaction of halides with enones. Tetrahedron 61:38, pages 9140-9146.
Crossref
Weiguo Cao, Weiyu Ding, Jie Chen, Yali Chen, Qin Zang & Guodong Chen. (2004) A Highly Stereoselective Synthesis of 2,3,4,5‐Tetrasubstituted‐trans‐2,3‐dihydrofurans.. ChemInform 35:39.
Crossref

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