Unexpected one-pot formation of the 1H-6a,8a-epiminotricyclopenta[a,c,e][8]annulene system from cyclopentanone, ammonia and dimethyl fumarate. Synthesis of highly strained polycyclic nitroxide and EPR study

The unexpected formation of a highly strained polycyclic amine was observed in a one-pot synthesis from cyclopentanone, dimethyl fumarate and ammonium acetate. This multistep reaction includes 1,3-dipolar cycloaddition of dimethyl fumarate to the cyclic azomethine ylide formed in situ from cyclopent...

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Bibliographic Details
Main Authors: Sergey A. Dobrynin, Igor A. Kirilyuk, Yuri V. Gatilov, Andrey A. Kuzhelev, Olesya A. Krumkacheva, Matvey V. Fedin, Michael K. Bowman, Elena G. Bagryanskaya
Format: Article
Language:English
Published: Beilstein-Institut 2019-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.15.259