Preparation and Stereochemistry of the Isopropylidene Derivatives of 1,2‐Dihydronaphtho[2,1‐b]Furan‐1,2‐Diol and 1,2,9,10‐Tetrahydronaphtho[2,1‐b:7,8‐b′] Difuran‐1,2,9,10‐Tetraol in Comparison with the Corresponding Acetyl Derivatives

Abstract

1,2‐Dihydronaphtho[2,1‐b]furan‐1,2‐diol and 1,2,9,10‐tetrahydronaphtho[2,1‐b:7,8‐b′]difuran‐1,2,9,10‐tetraol were transformed into the corresponding isopropylidene derivatives, which were studied mainly by ¹H NMR and chiral HPLC analyses in terms of a possible transformation mechanism and stereochemistry in comparison with their corresponding acetyl derivatives.

Keywords:

• 1,2‐Dihydronaphtho[2,1‐b]furan‐1,2‐diol
• 1,2,9,10‐Tetrahydronaphtho[2,1‐b:7,8‐b′]difuran‐1,2,9,10‐tetraol
• Isopropylidenation
• Stereochemistry
• Chiral HPLC