Abstract
An acid-catalyzed reaction of 2,3:4,6-di-O-isopropylidene-α-l-sorbofuranose with ketones resulted in replacement of the isopropylidene groups with alkylidene groups derived from the ketonic solvent. Kinetically controlled exchange occurs at the 4,6-position. Under equilibrium conditions exchange occurs at the 2,3- as well as the 4,6-position. Participation by the hydroxyl group at C-1 in the rate determining step of exchange at the 2,3-position could not be demonstrated.
Original language | English (US) |
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Pages (from-to) | 181-189 |
Number of pages | 9 |
Journal | Carbohydrate Research |
Volume | 26 |
Issue number | 1 |
DOIs | |
State | Published - Jan 1973 |
Externally published | Yes |
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry