M. Lemaire et al., 2-FUNCTIONALIZED AND 8-FUNCTIONALIZED 1,4,7,10-TETRAOXASPIRO[5.5]UNDECANES .4. CONFORMATIONAL STUDY BY H-1 AND C-13 NMR-SPECTROSCOPY, Perkin transactions. 2, (6), 1994, pp. 1299-1302
H-1 and C-13 NMR spectra of new 1,4,7,10-tetraoxygenated spiroacetals
1, 2, 3 and 4, were analysed by using 1D and 2D methods. This allowed
us to give a definite structural characterization of the E,E, Z,E and
EZ isomers obtained by a cyclodehydrative reaction carried out on a di
hydroxyketone precursor, under thermodynamic control. The introduction
of oxygen atoms in the 4 and 10 positions did not modify the structur
al features previously observed for 1,7-dioxygenated spiroacetals obta
ined from natural and synthetic sources.