Treatment of 10-oxocitral (3), a key intermediate for iridoid biosynthesis, with 50% aqueous formic acid yielded (±)-chrysomelidial (5) and (±)-dehydroiridodial (6), while reduction of (3) or (5) and (6) in 70% aqueous formic acid with the coenzyme model (8) gave rise to (±)-iridodial (4).
S. Uesato, Y. Ogawa, M. Doi and H. Inouye, J. Chem. Soc., Chem. Commun., 1987, 1020 DOI: 10.1039/C39870001020
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