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Updated: Jun 1, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
1-(2,6-Dihydr-oxy-4-methoxy-phen-yl)-3-phenyl-propan-1-one
Abstract:
The title compound, C(16)H(16)O(4), a dihydro-chalcone, was isolated from the rhizomes of Etlingera littoralis. The mol-ecule is twisted with a dihedral angle of 71.69 (6)° between the two aromatic rings. The propanone unit makes dihedral angles of 4.07 (6) and 73.56 (7)°, respectively, with the 2,6-dihydroxy-4-methoxyphenyl and phenyl rings. The meth-oxy group is approximately coplanar with the attached benzene ring with a dihedral angle of 1.74 (10)°. An intra-molecular O-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into chains along [201]. A π-π inter-action with a centroid-centroid distance of 3.5185 (6) Å is also observed.
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