Newton, Christopher G.; Tran, Duc N.; Wodrich, Matthew D.; Cramer, Nicolai published the artcile< One-Step Multigram-Scale Biomimetic Synthesis of Psiguadial B>, Recommanded Product: 2,4,6-Trihydroxyisophthalaldehyde, the main research area is caryophyllene benzaldehyde diformylphloroglucinol biomimetic three component coupling cascade; psiguadial B biomimetic synthesis; biomimetic synthesis; cyclization; natural products; terpenoids; total synthesis.
A gram-scale synthesis of psiguadial B (I), a purported inhibitor of human hepatoma cell growth, has been achieved in one step by a biomimetic three-component coupling of caryophyllene, benzaldehyde, and diformylphloroglucinol. This cascade reaction is catalyzed by N,N’-dimethylethylenediamine, and proceeds at ambient temperature to generate four stereocenters, two rings, one C-O bond, and three C-C bonds. Combined computational and exptl. investigations suggest the biosynthesis of the natural product is non-enzyme mediated, and is the result of a Michael addition between caryophyllene and a reactive ortho-quinone methide, followed by two sequential intramol. cationic cyclization events.
Angewandte Chemie, International Edition published new progress about Biomimetic synthesis. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Recommanded Product: 2,4,6-Trihydroxyisophthalaldehyde.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts