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- W4367011581 abstract "A series of iridoids, including iridomyrmecin A, B, C', D', (-)-isoiridomyrmecin, (+)-7-epi-boschnialactone, and the inside-yohimbine analogues have been synthesized from readily available, naturally occurring (-)-citronellal via the key step reaction of metathesis, organocatalysis, and subsequent transformations, such as reduction, lactonization, alkylation, Pictet-Spengler reaction and lactamization. Notably, the use of DBU as an additive in the organocatalytic intramolecular Michael reaction of an aldehyde ester with Jørgensen-Hayashi catalysts resulted in better stereoselectivity than the conditions using acetic acid as an additive. The structures of three products have been unequivocally established with single-crystal X-ray crystallographic analyses." @default.
- W4367011581 created "2023-04-27" @default.
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- W4367011581 date "2023-01-01" @default.
- W4367011581 modified "2023-10-16" @default.
- W4367011581 title "From citronellal to iridoids: asymmetric synthesis of iridoids and their analogues <i>via</i> organocatalytic intramolecular Michael reactions" @default.
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- W4367011581 doi "https://doi.org/10.1039/d3ob00439b" @default.
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