학술논문
Diastereoselective Propionitrile Oxide Cycloaddition Reactions With Some γ-Substituted α-Methylene-γ-butyrolactones
Document Type
Article
Author
Source
Australian Journal of Chemistry; 1993, Vol. 46 Issue: 9 p1401-1412, 12p
Subject
Language
ISSN
00049425; 14450038
Abstract
A number of γ-substituted α-methylene-γ-butyrolactone derivatives underwent 1,3-dipolar cycloaddition with propionitrile oxide to give spiro Δ2-isoxazolines. The reaction proceeded regiospecifically and with high diastereoselectivity. The products of anti addition predominated. The regiochemistry of addition and relative stereochemistry of the products were determined by a combination of n.O.e ., HETCOR and DOUBTFUL n.m.r. experiments. The assignment was confirmed in one case by X-ray crystallography.