aDepartment of Chemistry, Tarbiat Modarres University, Tehran, Iran bDepartment of Chemistry, Science and Research Branch, Islamic Azad Univeristy, Ponak, Tehran, Iran
Abstract:
Tetraacetylethane (3,4-diacetylhexane-2,5-dione) undergoes a smooth reaction with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine to produce phosphorus ylide intermediates, which undergo a diastereoselective intramolecular Wittig reaction to produce dialkyl 4,5,5-triacetyl-3-methylcyclopent-3-ene-1,2-dicarboxylates in good yields.
Document Type:
Article
Language: English
Citation:
B. Mohtat, I. Yavari, H. Zare, A. R. Alborzi, “Diastereoselective synthesis of dialkyl 4,5,5-triacetyl-3-methylcyclopent-3-ene-1,2-dicarboxylates”, Mendeleev Commun., 15:6 (2005), 250–252
Linking options:
https://www.mathnet.ru/eng/mendc3770
https://www.mathnet.ru/eng/mendc/v15/i6/p250
This publication is cited in the following 5 articles:
Alireza Hassanabadi, Mohammad R. Hosseini-Tabatabaei, Khatereh Khandan-Barani, “Three-Component Reaction between Triphenylphosphine, Dialkyl Acetylenedicarboxylates and N-Acetylarylidenehydrazides”, Journal of Chemical Research, 38:1 (2014), 21
G. Keglevich, Organophosphorus Chemistry, 2007, 73
Issa Yavari, Anvar Mirzaei, Loghman Moradi, Ako Mokhtarporiani‐Sanandaj, “Efficient Synthesis of Trialkyl (E)‐3‐{3‐Oxo‐2‐3,4‐dihydro‐2‐(1H)‐quinoxalinylidene}‐prop‐1‐ene‐1,2,3‐tricarboxylates”, Synthetic Communications, 37:7 (2007), 1195
Issa Yavari, Bita Mohtat, Hasan Zare, Ali R. Alborzi, “Diastereoselective Synthesis of Dialkyl 4,5,5‐Triacetyl‐3‐methylcyclopent‐3‐ene‐1,2‐dicarboxylates”, ChemInform, 37:15 (2006)
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
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