Methyl (methyl α-D- (9a), α-L- (9b), β-D- (10a), and β-L- (10b) idopyranosid)uronates were synthesized from myo-inositol. Baeyer-Villiger oxidation of the optically resolved inosose derivatives (3a and 3b) proceeded regioselectively to afford 4a and 4b in high yields, respectively. Ring-opening of the 7-membered hemiacetal-lactones (4a and 4b) with acid and subsequent deprotection gave the title compounds.
ASJC Scopus subject areas
- Organic Chemistry