Croatica Chemica Acta, Vol. 40 No. 1, 1968.
Original scientific paper
exo-endo Isomerization in an Intramolecular Diels-Alder Reaction
D. Bilović
; Institute »Ruder Boskovic «, Zagreb, Croatia, Yugoslavia
Abstract
The isomerization of 2-phenyl-3-oxo-5,7a-epoxy-3a,4,5, 7a-tetrahydro-
4-isoindolinecarboxylic acid (II) and 2-p-tolyl-3-oxo-5,7a-
epoxy-3a,4,5,7a-tetrahyaro-4-isoindolinecarboxylic acid (III) derived
from the reaction of arylfurfurylamines and maleic anhydride was
investigated. On the basis of iodolactone formation, endo carboxyl
configuration was assigned to the rearranged products, while exo
configuration was assigned for the starting materials. The NMR
data support these assignments.
Keywords
Hrčak ID:
208060
URI
Publication date:
15.5.1968.
Visits: 795 *