1,3-Dipolar cycloadditions of the nitrone 1 to a,b-unsaturated d-lactones: non-chiral 13, racemic mixture 3/4, d-glycero 3, and l-glycero 4 proceed with high stereoselectivity in the cases of 13 and 3 and a sig nificant kinetic resolution in the case of the racemate 3/4. The exo approach to the re±re sides of the lactones predominates.
Diastereoselection in 1,3-Dipolar Cycloadditions of a Chiral Cyclic Nitrone to α,β-Unsaturated δ-Lactones / M. Jurczak; J. Rabiczko; D. Socha; M. Chmielewski; F. Cardona; A. Goti; A. Brandi. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 11:(2000), pp. 2015-2022.
Diastereoselection in 1,3-Dipolar Cycloadditions of a Chiral Cyclic Nitrone to α,β-Unsaturated δ-Lactones
CARDONA, FRANCESCA;GOTI, ANDREA;BRANDI, ALBERTO
2000
Abstract
1,3-Dipolar cycloadditions of the nitrone 1 to a,b-unsaturated d-lactones: non-chiral 13, racemic mixture 3/4, d-glycero 3, and l-glycero 4 proceed with high stereoselectivity in the cases of 13 and 3 and a sig nificant kinetic resolution in the case of the racemate 3/4. The exo approach to the re±re sides of the lactones predominates.
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