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

Authors
BEREZINA TA REZNIKOV VA MAMATYUK VI BUTAKOV PA GATILOV YV BAGRYANSKAYA IY VOLODARSKY LB
Citation
Ta. Berezina et al., REGIOSELECTIVITY AND STEREOSELECTIVITY OF 1,3-DIPOLAR CYCLOADDITION OF CYCLIC ALDONITRONES OF THE 3-IMIDAZOLINE 3-OXIDE SERIES TO MONOSUBSTITUTED ALKENES, Russian chemical bulletin, 43(5), 1994, pp. 838-843
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
5
Year of publication
1994
Pages
838 - 843
Database
ISI
SICI code
1066-5285(1994)43:5<838:RASO1C>2.0.ZU;2-2
Abstract
Regio- and stereoselectivity of 1,3-dipolar cycloaddition of cyclic al donitrones of the 3-imidazoline 3-oxide series mainly depends on the t ype 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 s ubstituent in the alkene molecule results in a decrease in the regio- and stereoselectivity of the cycloaddition.