A unique range of free phenolic 4‐arylflavan‐3‐ols consisting of four sets (3′,4′,5,7‐tetrahydroxyflavan‐3‐ol or its 5‐deoxy analogue coupled to phloroglucinol or resorcinol), each composed of three diastereomers (2,3‐trans‐3,4‐trans, 2,3‐trans‐3,4‐cis and 2,3‐cis‐3,4‐trans) were synthesized to assess their spectroscopic properties. 1H and 13C NMR and circular dichroism data are related to selected structural and stereochemical features with a view to modelling natural phenolic oligoflavanoids.
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Zyl et al. (1993) studied this question.
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