R. G. Kostyanovsky, Yu. I. El'natanov, I. I. Chervin, S. V. Konovalikhin, A. B. Zolotoi, L. O. Atovmyan, “Autoassembling of the quinuclidine nucleus: one-step synthesis, structure and properties of dimethyl 4-hydroxy-6,6,7,7-tetramethyl-Δ2-dehydroquinuclidine-2,3-di-carboxylate”, Mendeleev Commun., 6:4 (1996), 143

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Mendeleev Communications, 1996, Volume 6, Issue 4, Pages 143–145
DOI: https://doi.org/10.1070/MC1996v006n04ABEH000619 (Mi mendc4952)

This article is cited in 7 scientific papers (total in 7 papers)

Autoassembling of the quinuclidine nucleus: one-step synthesis, structure and properties of dimethyl 4-hydroxy-6,6,7,7-tetramethyl-Δ²-dehydroquinuclidine-2,3-di-carboxylate

R. G. Kostyanovsky^a, Yu. I. El'natanov^a, I. I. Chervin^a, S. V. Konovalikhin^b, A. B. Zolotoi^b, L. O. Atovmyan^b

^a N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
^b Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation

Full-text PDF (549 kB) Citations (7)

DOI: https://doi.org/10.1070/MC1996v006n04ABEH000619

Abstract: Triacetonamine reacts with dimethyl acetylenedicarboxylate in MeOH to give an ordinary adduct, aminomaleate 2, while in aprotic solvents quinuclidine 1 is formed under mild conditions and in high yield; its structure is confirmed by spectroscopic methods as well as X-ray diffraction analysis. A mechanism of autoassembling is proposed, and chemical transformations of 1 with retention of quinuclidine nucleus are studied.

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Document Type: Article

Language: English

Citation: R. G. Kostyanovsky, Yu. I. El'natanov, I. I. Chervin, S. V. Konovalikhin, A. B. Zolotoi, L. O. Atovmyan, “Autoassembling of the quinuclidine nucleus: one-step synthesis, structure and properties of dimethyl 4-hydroxy-6,6,7,7-tetramethyl-Δ²-dehydroquinuclidine-2,3-di-carboxylate”, Mendeleev Commun., 6:4 (1996), 143–145

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This publication is cited in the following 7 articles:

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