Reassignment of relative stereochemistry at C-7 and C-8 in arylcoumaran neolignans

被引:65
作者
Li, SM
Iliefski, T
Lundquist, K
Wallis, AFA
机构
[1] CSIRO,FORESTRY & FOREST PROD,CLAYTON,VIC 3169,AUSTRALIA
[2] CHALMERS UNIV TECHNOL,DEPT ORGAN CHEM,S-41296 GOTHENBURG,SWEDEN
关键词
arylcoumaran neolignans; 8-5'-neolignans; dilignols; relative configurations; trans-cis stereochemistry; H-1 NMR spectra; chemical shifts; coupling constants;
D O I
10.1016/S0031-9422(97)00360-9
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
H-1 NMR spectral characteristics of synthetic trans and cia arylcoumarans and their acetates which are related to 8-5' neolignans are given. This information is used to reassign structures to neolignans reported in nine papers, from the cia to the trans 7-aryl-8-hydroxymethyl configurations, and to neolignans in six papers in which no assignments were made. Thus far, there is no evidence for the occurrence of 8-5' neolignans with a cis configuration in nature. (C) 1997 Elsevier Science Ltd.
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页码:929 / 934
页数:6
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