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Structures of Fraxinellone Derivatives by Hydrogenation with $PtO_2$ in HOAc  

Kim, Ju Sun (Natural Products Research Institute and College of Pharmacy, Seoul National University)
Kang, Sam Sik (Natural Products Research Institute and College of Pharmacy, Seoul National University)
Publication Information
Korean Journal of Pharmacognosy / v.44, no.1, 2013 , pp. 6-9 More about this Journal
Abstract
Two fraxinellone-based hydrogenated derivatives were prepared from fraxinellone, a well-known degraded limonin, via catalytic hydrogenation in the presence of $PtO_2$ in HOAc. Their structures were confirmed as (3S,3aR,3'R)-3a,7-dimethyl-3-(tetrahydrofuran-3-yl)-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one and (3S,3aR,2'R)-3-((R)-1-hydroxybutan-2-yl)-3a,7-dimethyl-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one on the basis of 2D NMR assignments. The $^{13}C$ NMR assignments of two quaternary carbons in the ${\alpha}$,${\beta}$-unsaturated carbonyl moiety of ${\gamma}$-butyrolactone core of fraxinellone should be revised.
Keywords
Dictamnus dasycarpus; Rutaceae; Fraxinellone; Hydrogenation with $PtO_2$ in HOAc; NMR assignment;
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