E,Z-Isomers of 3-ethoxy-4,4,4-trifluorobut-2-enenitrile and N-methylpyrrolidines derived from them
- Authors: Volkonskii A.Y.1, Peregudov A.S.1, Strelkova T.V.1, Kagramanov N.D.1
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Affiliations:
- A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
- Issue: Vol 67, No 1 (2018)
- Pages: 164-167
- Section: Brief Communications
- URL: https://journals.rcsi.science/1066-5285/article/view/242028
- DOI: https://doi.org/10.1007/s11172-018-2053-3
- ID: 242028
Cite item
Abstract
3-Ethoxy-4,4,4-trifluorobut-2-enenitrile was synthesized by the Wittig reaction of ethyl trifluoroacetate and (cyanomethylidene)triphenylphosphorane and was separated to individual E- and Z-isomers by rectification. Each isomer undergoes stereospecific 1,3-dipolar cycloaddition to N-methyl(methaniminio)-N-methylide generated in situ to give E- and Z-isomers of 4-cyano-3-ethoxy-3-trifluoromethyl-1-methylpyrrolidine.
About the authors
A. Yu. Volkonskii
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Author for correspondence.
Email: volkonskii@ineos.ac.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991
A. S. Peregudov
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: volkonskii@ineos.ac.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991
T. V. Strelkova
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: volkonskii@ineos.ac.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991
N. D. Kagramanov
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: volkonskii@ineos.ac.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991