REGIOSELECTIVITY AND STEREOSELECTIVITY OF 1,3-DIPOLAR CYCLOADDITION OF CYCLIC ALDONITRONES OF THE 3-IMIDAZOLINE 3-OXIDE SERIES TO MONOSUBSTITUTED ALKENES

REGIOSELECTIVITY AND STEREOSELECTIVITY OF 1,3-DIPOLAR CYCLOADDITION OF CYCLIC ALDONITRONES OF THE 3-IMIDAZOLINE 3-OXIDE SERIES TO MONOSUBSTITUTED ALKENES Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 1994, Volume: 43, Number: 5, Pages: 838-843 Pages count : 6 DOI: 10.1007/BF00717351

Tags

ALDONITRONES, 1,3-DIPOLAR CYCLOADDITION; ISOXAZOLIDINES; NITROXYL RADICAL

Authors

Berezina T.A. ¹ , Reznikov V.A. ¹ , Mamatyuk V.I. ¹ , Butakov P.A. ¹ , Gatilov Yu .V. ¹ , Bagryanskaya I.Yu. ¹ , Volodarsky L.B. ¹

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation

Regio- and stereoselectivity of 1,3-dipolar cycloaddition of cyclic aldonitrones of the 3-imidazoline 3-oxide series mainly depends on the type of the substituent in the dipolarophile. The configuration of the main cycloadduct has been determined, and a method has been suggested to establish the stereochemistry of the cycloaddition products by H-1 NMR spectroscopy. An increase in electron-acceptor properties of the substituent in the alkene molecule results in a decrease in the regio- and stereoselectivity of the cycloaddition.

Berezina T.A. , Reznikov V.A. , Mamatyuk V.I. , Butakov P.A. , Gatilov Y.V. , Bagryanskaya I.Y. , Volodarsky L.B.
REGIOSELECTIVITY AND STEREOSELECTIVITY OF 1,3-DIPOLAR CYCLOADDITION OF CYCLIC ALDONITRONES OF THE 3-IMIDAZOLINE 3-OXIDE SERIES TO MONOSUBSTITUTED ALKENES
Russian Chemical Bulletin. 1994. V.43. N5. P.838-843. DOI: 10.1007/BF00717351 WOS Scopus РИНЦ

Published print:

May 1, 1994

Web of science	WOS:A1994QE27600024
Scopus	2-s2.0-34249765945
Elibrary	30868629
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