Chromium arene complexes in synthesis of trans-resveratrol

被引:10
作者
Polunin, KE
Schmalz, HG
Polunina, LA
机构
[1] Russian Acad Sci, Inst Phys Chem, Moscow 119991, Russia
[2] Tech Univ Berlin, Inst Organ Chem, D-10623 Berlin, Germany
关键词
chromium(0) eta(6)-arenetricarbonyl complex; trans-resveratrol; phytoalexin; hydroxystilbenes; methoxystilbenes; aldol condensation; Wittig-Horner reaction; demethylation;
D O I
10.1023/A:1020921101384
中图分类号
O6 [化学];
学科分类号
0703 [化学];
摘要
Two variants of synthesis of resveratrol (3,5,4'-trans-trihydroxystilbene) from dimethyl ether and anisaidehyde were performed using the chromium eta(6)-benzenetricarbonyl complex. The Wittig-Horner reactions or aldol condensation in four stages followed by demethylation by EtSLi were applied.
引用
收藏
页码:1319 / 1324
页数:6
相关论文
共 27 条
[1]
ALI MA, 1992, CHEM PHARM BULL, V40, P1130, DOI 10.1248/cpb.40.1130
[2]
Simple synthesis of 5-substituted resorcinols: A revisited family of interesting bioactive molecules [J].
Alonso, E ;
Ramon, DJ ;
Yus, M .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (02) :417-421
[3]
[Anonymous], 1995, Comprehensive Organometallic Chemistry II
[4]
[Anonymous], 1995, Comprehensive Organometallic Chemistry II
[5]
BAJAJ R, 1987, REV LATINOAM QUIM, V18, P79
[6]
FISCHER EO, 1958, Z NATURFORSCH PT B, V13, P458
[7]
Resveratrol, a remarkable inhibitor of ribonucleotide reductase [J].
Fontecave, M ;
Lepoivre, M ;
Elleingand, E ;
Gerez, C ;
Guittet, O .
FEBS LETTERS, 1998, 421 (03) :277-279
[8]
HEGEDUS LS, 1994, TRANSITION METALS SY, pCH10
[9]
AN IMPROVED METHOD FOR THE SYNTHESIS OF ETA-6-ARENETRICARBONYLCHROMIUM COMPLEXES [J].
HUDECEK, M ;
TOMA, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 393 (01) :115-118
[10]
Cancer chemopreventive activity of resveratrol, a natural product derived from grapes [J].
Jang, MS ;
Cai, EN ;
Udeani, GO ;
Slowing, KV ;
Thomas, CF ;
Beecher, CWW ;
Fong, HHS ;
Farnsworth, NR ;
Kinghorn, AD ;
Mehta, RG ;
Moon, RC ;
Pezzuto, JM .
SCIENCE, 1997, 275 (5297) :218-220