On the origin of changes in topicity observed in Diels–Alder reactions catalyzed by Ti–TADDOLates

B Altava, MI Burguete, E Garcı́a-Verdugo, SV Luis…

Index: Altava, Belen; Burguete; Garcia-Verdugo, Eduardo; Luis, Santiago V.; Miravet, Juan F.; Vicent, Maria J. Tetrahedron Asymmetry, 2000 , vol. 11, # 24 p. 4885 - 4893

Full Text: HTML

Citation Number: 13

Abstract

New C2 symmetric TADDOLs containing different groups at the 2-position of the dioxolane ring have been prepared. The Ti catalysts derived from these have been studied in the Diels– Alder reaction of cyclopentadiene and (E)-2-butenoyl-1, 3-oxazolidin-2-one. Substituents at the C-2 position of the dioxolane ring can play an important role in determining the selectivity as well as the nature of the major isomer. This effect is more important for ...