aDepartment of Chemistry, Tarbiat Modarres University, Tehran, Iran bDepartment of Chemistry, Science and Research Branch, Islamic Azad Univeristy, Ponak, Tehran, Iran
Abstract:
Alkyl 2-chloroacetoacetates undergo a complex reaction with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine to produce a nearly 1:1 mixture of the cis/trans isomers of dialkyl 5-acetyl-2-oxo-3-(triphenylphosphoranylidene)tetrahydrofuran- 4,5-dicarboxylates in excellent yields.
Document Type:
Article
Language: English
Citation:
I. Yavari, B. Mohtat, H. Zare, “Synthesis of 4,5-dialkyl 5-acetyl-3-oxo-3-(triphenylphosphoranylidene)- tetrahydrofuran-4,5-dicarboxylates”, Mendeleev Commun., 16:2 (2006), 102–104
Linking options:
https://www.mathnet.ru/eng/mendc3539
https://www.mathnet.ru/eng/mendc/v16/i2/p102
This publication is cited in the following 5 articles:
Zahra Ektefai, Ghasem Marandi, Ahmad Poursattar Marjani, Asghar Zamani, “Chemo‐Selective Synthesis of Tetrazole‐Containing Cyclopentenyl Phosphanylidene Dicarboxylates”, ChemistrySelect, 4:31 (2019), 9055
Jie‐Cheng Deng, Fu‐Wei Chan, Chih‐Wei Kuo, Chun‐An Cheng, Chien‐Yu Huang, Shih‐Ching Chuang, “Assembly of Dimethyl Acetylenedicarboxylate and Phosphanes with Aldehydes Leading to γ‐Lactones Bearing α‐Phosphorus Ylides as Wittig Reagents”, Eur J Org Chem, 2012:29 (2012), 5738
Issa Yavari, Tayebeh Sanaeishoar, Leila Azad, Samira Arab-Salmanabadi, “An Efficient One-Pot Synthesis of Trialkyl 2-(Dialkoxyphosphoryl)Ethene-1,1,2-Tricarboxylates”, Journal of Chemical Research, 35:10 (2011), 561
Issa Yavari, Zinatossadat Hossaini, Maryam Sabbaghan, Majid Ghazanfarpour-Darjani, “Efficient synthesis of functionalized spiro-2,5-dihydro-1,2-λ5-oxaphospholes”, Tetrahedron, 63:38 (2007), 9423
Issa Yavari, Bita Mohtat, Hasan Zare, “Synthesis of 4,5‐Dialkyl 5‐Acetyl‐3‐oxo‐3‐ (triphenylphosphoranylidene)tetrahydrofuran‐4,5‐dicarboxylates.”, ChemInform, 37:37 (2006)
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