Yes, it’s possible… just less likely. If a sugar has only a 1,3-diol, it will form the (6-membered ring) acetal. Similarly, 1,2-trans acetals will form, but they’re significantly more strained than the 1,2-cis counterparts.
As far as I know of, acetonide formation requires a cis relationship between the hydroxy groups. And I don’t think you can form acetonides with 1,3 hydroxy groups — they need to be adjacent otherwise you’d have considerable angle strain.
January 20th, 2004 at 12:35 pm
Yes, it’s possible… just less likely. If a sugar has only a 1,3-diol, it will form the (6-membered ring) acetal. Similarly, 1,2-trans acetals will form, but they’re significantly more strained than the 1,2-cis counterparts.
January 22nd, 2004 at 7:14 am
As far as I know of, acetonide formation requires a cis relationship between the hydroxy groups. And I don’t think you can form acetonides with 1,3 hydroxy groups — they need to be adjacent otherwise you’d have considerable angle strain.