Unusual p ‐Coumarates from the Stems of Vaccinium myrtillus

The two previously unreported esters 1 and 2 of pentane‐2,4‐diol and p ‐coumaric acid (=3‐(4‐hydroxyphenyl)prop‐2‐enoic acid) along with 13 known compounds including 6 oleanane‐ and ursane‐type triterpenoids were isolated from MeOH extracts of the stems of Vaccinium myrtillus. The structures of the new compounds were assigned as (2 S ,4 R )‐4‐( β ‐ D ‐glucopyranosyloxy)pentan‐2‐yl (2 E )‐ p ‐coumarate ( 1 ) and its aglycone 2 on the basis of 1D‐ and 2D‐NMR spectroscopic analyses of the isolated and synthesized compounds and molecular modelling experiments. This is the first report on the occurrence of a chiral pentane‐2,4‐diol linker between the phenol‐derived acid and a glycoside part in natural products.