🔧На сайте запланированы технические работы
25.12.2025 в промежутке с 18:00 до 21:00 по Московскому времени (GMT+3) на сайте будут проводиться плановые технические работы. Возможны перебои с доступом к сайту. Приносим извинения за временные неудобства. Благодарим за понимание!
🔧Site maintenance is scheduled.
Scheduled maintenance will be performed on the site from 6:00 PM to 9:00 PM Moscow time (GMT+3) on December 25, 2025. Site access may be interrupted. We apologize for the inconvenience. Thank you for your understanding!

 

E,Z-Isomers of 3-ethoxy-4,4,4-trifluorobut-2-enenitrile and N-methylpyrrolidines derived from them


Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

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

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2018 Springer Science+Business Media, LLC, part of Springer Nature