Izvestiya of Saratov University.

Chemistry. Biology. Ecology

ISSN 1816-9775 (Print)
ISSN 2541-8971 (Online)


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Russian
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Article type: 
Article
UDC: 
547.812’497.1

Stereochemical Aspects of Reaction of 1,3-dipolar Cycloaddition in a Row of Conjugated Enones

Autors: 
Aniskov Alexandr Andreevich, Saratov State University
Klochkova Iraida Nikolaevna, Saratov State University
Schekina Marya Pavlovna, Saratov State University
Andreev Kirill Alexandrovich, Saratov State University
Tumskiy Roman Sergeevich, Saratov State University
Abstract: 

The reaction of 1,3-dipolar cycloaddition of conjugated aryl(hetaryl) methylideneacetones, which containing various peripheral substituents, with azomethine ylides was carried out. It was established that the interaction is not chemoselective and proceeds with the participation of two non-equivalent reaction centers of dipolarophile with high diastereoselectivity. The products of cycloaddition were a mixture of structural isomers endo-cycloaddition. Monoenone transform to spyropyrrolidines with high endo-stereoselectivity.

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