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6615017 
Journal Article 
Stereoselectivity in the cycloaddition of chiral glyceraldehyde derived nitrone to styrene 
Kuban, J; Blanarikova, I; Fisera, L; Pronayova, N; , 
1997 
VERSITA 
WARSAW 
378-382 
WOS:000072238400004 
The stereoselectivity of 1,3-dipolar cycloadditions of C-alpha-alkoxy-substituted chiral nitrones with styrene was investigated. Diastereoselectivity far the glyceraldehyde derived nitrone cycloaddition to the styrene was found w(r) 73:11:9:7. The major product was found to have the C-3/C-4' erythro and C-3/C-5cis relative stereochemistry. It likely derives via less hindered Endo attack and in an antiperiplanar manner with respect to the largest methylene group of the dioxolane ring. The cycloaddition with L-lactate derived nitrone was less selective and stereoisomers were found in the ratio of w(r) = 39:30:20:11. 
22nd Conference of Organic Chemists 
CASTA PAPIERNICKA, SLOVAKIA