SUBSTITUENT-DEPENDENT ASYMMETRIC INDUCTION IN THE RING TRANSFORMATIONOF 2,3-DIHYDROIMIDAZO[2,1-A]PHTHALAZIN-4-IUM-6-OLATES EFFECTED BY ACETIC AND PROPIONIC ANHYDRIDES
A. Szabo et al., SUBSTITUENT-DEPENDENT ASYMMETRIC INDUCTION IN THE RING TRANSFORMATIONOF 2,3-DIHYDROIMIDAZO[2,1-A]PHTHALAZIN-4-IUM-6-OLATES EFFECTED BY ACETIC AND PROPIONIC ANHYDRIDES, Tetrahedron, 53(20), 1997, pp. 7021-7034
On the effect of acetic and propionic anhydrides 2,3-dihydroimidazo[2,
1-a]phthalazin-4-ium-6-olates (1c-j) underwent ring transformation (1
--> 7.8). Alternative mechanisms are applied to reason the characteris
tic substituent-dependent asymmetric induction observed for tile trans
formations of the 2-monosubstituted precursors. The structures of prod
ucts were determined by IR MS, H-1- and C-13-NMR (1D- and 2D) measurem
ents supported by single crystal X-ray analysis. (C) 1997 Elsevier Sci
ence Ltd.