Abstract:
New syntheses of trans-resveratrol (trans-3,5,4’-trihydroxystilbene) and pinostilbene (trans-3,4’-dihydroxy-5-methoxystilbene) via nucleophilic demethylation of trimethoxystilbene were performed, whereby trans-3,5,4’-trimethoxystilbene was obtained through facilitated benzylic deprotonation of an η6-benzene-Cr(CO)3 derivative and subsequent coupling with para-anisaldehyde in an aldol-type or Wittig–Horner reaction.
Document Type:
Article
Language: English
Citation:
K. E. Polunin, I. A. Polunina, H. G. Schmalz, “η6-Arene–tricarbonylchromium complexes in the syntheses of trans-resveratrol and pinostilbene”, Mendeleev Commun., 12:5 (2002), 178–180
Linking options:
https://www.mathnet.ru/eng/mendc4151
https://www.mathnet.ru/eng/mendc/v12/i5/p178
This publication is cited in the following 9 articles:
D. V. Dzardanov, K. E. Polunin, I. A. Polunina, “Modeling of dynamic separation of hydroxystilbene mixtures in centrifugal chromatography”, Prot Met Phys Chem Surf, 50:1 (2014), 27
P. N. Kolotilov, K. E. Polunin, I. A. Polunina, A. V. Larin, “Effect of component ratio of binary organic solvent on sorption of phenols by silica”, Colloid J, 72:4 (2010), 499
K. E. Polunin, P. N. Kolotilov, V. M. Voitova, A. V. Larin, I. A. Polunina, “Adsorption of stilbenoids on silica”, Prot Met Phys Chem Surf, 46:1 (2010), 64
P. N. Kolotilov, K. E. Polunin, I. A. Polunina, A. V. Larin, “Equilibrium adsorption of stilbenoids at metal oxides”, Prot Met Phys Chem Surf, 45:1 (2009), 19
K. E. Polunin, P. N. Kolotilov, D. V. Dzardanov, A. V. Larin, I. A. Polunina, “Adsorption properties of synthetic piceatannol”, Prot Met, 44:6 (2008), 561
Gordon G. Cross, Charles R. Eisnor, Robert A. Gossage, Hilary A. Jenkins, “Oxazoline chemistry. Part 12: A metal-mediated synthesis of DMU-212; X-ray diffraction studies of an important anti-cancer agent”, Tetrahedron Letters, 47:13 (2006), 2245
Karine Ferré‐Filmon, Lionel Delaude, Albert Demonceau, Alfred F. Noels, “Stereoselective Synthesis of (E)‐Hydroxystilbenoids by Ruthenium‐Catalyzed Cross‐Metathesis”, Eur J Org Chem, 2005:15 (2005), 3319
Karine Ferré-Filmon, Lionel Delaude, Albert Demonceau, Alfred F. Noels, “Catalytic methods for the synthesis of stilbenes with an emphasis on their phytoalexins”, Coordination Chemistry Reviews, 248:21-24 (2004), 2323
Konstantin E. Polunin, Irina A. Polunina, Hans‐Guenther Schmalz, “η6‐Arene‐tricarbonylchromium Complexes in the Syntheses of trans‐Resveratrol and Pinostilbene.”, ChemInform, 34:14 (2003)
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