3882 J. Agric. Food Chem., Vol. 55, No. 10, 2007
Frediani et al.
lignans containing the dihydro-2(3H)furanone moiety. This
product has been employed for isotopic dilution mass spec-
trometry analysis. This procedure could be worthy and extended
to the synthesis of other furanoside lignans.
Scheme 12.
Ru4H4(CO)8(PBu3)4
Deuteration of Fulgenic Acid in the Presence of
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6.439 (6 H, m, C2H, C2′H, C5H, C5′H, C6H, C6′H), 5.146 and
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group), 131.8 to 131.5 and 131.0 to 130.8 (C1 and C1′), 128.5
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(Ph-CH2-Ph), 56.0 (OCH3), 45.7 and 40.2 (C8 and C8′), 37.6
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overwhelmed by the signals of CH2-Ph group in the range 71.2
to 71.1 ppm.
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Confirmatory attribution of the signals for the couple C7 and
C7′ came from gHMBC and gHSQC spectrum sequences. All
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The MS spectrum of 1 was obtained by flow injection analysis
(FIA) of a water:methanol 1:1 solution, containing about 10
ppm of analyte. The spectrum (Figure 2) shows [MD6H]+ as a
base peak at 545 m/z and its adduct [MD6(NH4)]+ at 562 m/z.
Other minor signals were detected at 377 m/z (formed by loss
of benzyl and phenyl groups), 279 m/z (formed by loss of
1-phenylmethoxy-2-methylbenzene group), and 214 m/z corre-
sponding to the protonated 1-phenylmethoxy-2-methylbenzene
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methanolic potassium hydroxide solution (28).
Conclusion. A general procedure for the synthesis of
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