Vinyl qunone methlde (1) reacts with polyphenols to give clnnamylphenols (4) and neoflavanolds (5) Oxldatlon of onnamylphenol (41,) leads to malvldln (10) Vu-the lsolated lntermedyate flav-3-en-3-01 (8b)
Biogenetic-like synthesis of flav-3-enes from o-cinnamylphenols
β Scribed by G. Cardillo; R. Cricchio; L. Merlini
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 119 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Recent intorost has arisen on of tho former with nooflavanoide oinn8mylphonole and flav-3-onoa. Tho oo-occurrenoe in nsturo (1) ho8 lod to tho proposal of 8ttraotivo biogonotio8l 8oheme8 (2,3), whore the role of oinn8raylphonola in tho biogonoeia of nooflavmoids and their aongsnors ha8 been omphaeiaod. In ologant papor by Jurd (2) ha8 al80 indioatod the froility of oinnslqrlation of phone18 undor mildly 8oidic oonditions. In tho 8amo papor, Jurd oqgoatod that oxidation of tho all~lio mothylonc group of c-oinn8mylphenola could load to flav-a-onoe. The poeeibility of nstural
π SIMILAR VOLUMES
Wessely oxidation of o-(3.butenyl)phenols with lead tetraacetate \_ gives 2,4-cyclohexadienone derivatives that on heating undkrgo intramolecular Diels-Alder reactions to give 3-acetoxyisotwist-8en-2-ones.