A SYNTHESIS OF EMODIN ANTHRONE

被引:35
作者
FALK, H
SCHOPPEL, G
机构
[1] Institut für Chemie, Johannes-Kepler-University, Linz
来源
MONATSHEFTE FUR CHEMIE | 1991年 / 122卷 / 8-9期
关键词
EMODIN ANTHRONE; HYPERICIN; SYNTHESIS; REGIOSELECTIVE LITHIATION;
D O I
10.1007/BF00811474
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel high yield (74% overall) synthesis of five steps to prepare emodin anthrone, which serves as a valuable precursor of hypericin, was devised using the benzamide ortho lithiation strategy for the key step.
引用
收藏
页码:739 / 744
页数:6
相关论文
共 16 条
[1]   CHEMISTRY OF COCCOIDEA .2. CONDENSED POLYCYCLIC PIGMENTS FROM 2 AUSTRALIAN PSEUDOCOCCIDS (HEMIPTERA) [J].
BANKS, HJ ;
CAMERON, DW ;
RAVERTY, WD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (07) :1509-1521
[2]   TOTALSYNTHESE DES HYPERICINS [J].
BROCKMANN, H ;
KLUGE, F ;
MUXFELDT, H .
CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (10) :2302-2318
[3]  
Brockmann H, 1939, NATURWISSENSCHAFTEN, V27, P550, DOI DOI 10.1007/BF01495453
[4]  
BROCKMANN H, 1958, CHEM BER, V61, P547
[5]   OXIDATION OF EMODIN ANTHRONE AND STEREOCHEMISTRY OF EMODIN BIANTHRONE [J].
CAMERON, DW ;
EDMONDS, JS ;
RAVERTY, WD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (07) :1535-1548
[6]   PSEUDOHYPERICIN AND OTHER PHENANTHROPERYLENE QUINONES [J].
CAMERON, DW ;
RAVERTY, WD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (07) :1523-1533
[7]  
JACOBSON RA, 1924, J AM CHEM SOC, V46, P1312
[8]   ISOLATION AND ACTIVITY OF THE PHOTODYNAMIC PIGMENT HYPERICIN [J].
KNOX, JP ;
DODGE, AD .
PLANT CELL AND ENVIRONMENT, 1985, 8 (01) :19-25
[9]   STUDIES OF THE MECHANISMS OF ACTION OF THE ANTIRETROVIRAL AGENTS HYPERICIN AND PSEUDOHYPERICIN [J].
LAVIE, G ;
VALENTINE, F ;
LEVIN, B ;
MAZUR, Y ;
GALLO, G ;
LAVIE, D ;
WEINER, D ;
MERUELO, D .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (15) :5963-5967
[10]   INSECT REPELLENTS .3. N,N-DIETHYLAMIDES [J].
MCCABE, ET ;
BARTHEL, WF ;
GERTLER, SI ;
HALL, SA .
JOURNAL OF ORGANIC CHEMISTRY, 1954, 19 (04) :493-498