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13C NMR of coumarins. V—3-prenylated coumarins

✍ Scribed by F. A. Macias; R. Hernández-Galán; G. M. Massanet; F. Rodriguezluis; M. Vasquez; J. Salvá

Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
386 KB
Volume
28
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^13^C NMR data of nineteen coumarins, twelve of which bear a prenyl (isoprenoid) side‐chain at C‐3, are reported and compared with those of the C‐3 unsubstituted compounds. Unlike the linear isomers, no γ‐effect is observed in the corresponding angular derivatives; this is proposed as spectroscopic criterion for distinguishing between these isomers.

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13C NMR data for several simple coumarins are reported. The ysvn effect of a 5-methoxy substituent on the C-4 chemical shift was observed and measured. The effects of an 8-iodo substituent on the chemical shifts of the carbons of the coumarinic skeleton are discussed.

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## Abstract ^13^C NMR data for several linear furanocoumarins are reported. The β, γ~syn~ and δ effects of a 5‐oxygenated function on the coumarinic skeleton were measured. A spectroscopic criterion for distinguishing between C‐5 and C‐8 oxygenated, between C‐5 oxygenated, C‐8 alkylated and C‐5 alk

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## Abstract The ^13^C NMR spectra of the natural coumarins ostruthin, osthol, aegelinol (enantiomer of decursinol), luvangetin, seselin, anomalin, oxypeucedanin (and its enantiomer prangolarin) and oxypeucedanin hydrate and some of their derivatives have been studied. Self‐consistent resonance assi