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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 19
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Articles

Unusual rearrangement in the reaction of cyclopropanated cyclopentadienes with Et3Al/CH2I2 in CH2Cl2

I. R. RamazanovInstitute of Petrochemistry and Catalysis of Russian Academy of Sciences, Ufa, Russian FederationCorrespondence[email protected]
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,
A. V. YaroslavovaInstitute of Petrochemistry and Catalysis of Russian Academy of Sciences, Ufa, Russian FederationView further author information
,
N. R. YaubasarovInstitute of Petrochemistry and Catalysis of Russian Academy of Sciences, Ufa, Russian FederationView further author information
&
U. M. DzhemilevInstitute of Petrochemistry and Catalysis of Russian Academy of Sciences, Ufa, Russian FederationView further author information
Pages 2539-2544 | Received 06 Jun 2018, Published online: 12 Oct 2018
 
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Abstract

The reaction of Et3Al/CH2I2 reagent with cyclopropanated spiro[2.4]hepta-4,6-diene and 6-substituted fulvenes in CH2Cl2 was found to lead to the selective formation of rearrangement products through sequential cyclopropyl-allyl rearrangement and cyclopropanation.

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Acknowledgments

We acknowledge the Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences for allowing collective use of unique equipments «Agidel».

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Funding

This work was supported by the program of the Presidium of the Russian Academy of Sciences No. 38 “The study of the fundamental problems of synthesis and ‘structure-property’ dependence to create new substances and materials” and the Ministry of Science and Education of the Russian Federation (NSh-5240.2018.3).

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