A SIMPLE AND EFFICIENT APPROACH FOR THE SYNTHESIS OF A 1,2,4-TRIOXANE RELATED TO ARTEMISININ

被引:16
作者
HUBER, SN [1 ]
MISCHNE, MP [1 ]
机构
[1] UNIV NACL ROSARIO,CONICET,FAC CIENCIAS BIOQUIM & FARMACEUT,INST QUIM ORGAN SINTESIS,RA-2000 ROSARIO,ARGENTINA
来源
NATURAL PRODUCT LETTERS | 1995年 / 7卷 / 01期
关键词
ARTEMISININ; 1,2,4-TRIOXANE; PHOTOLYSIS; PHOTOOXYGENATION;
D O I
10.1080/10575639508043185
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A mild and efficient preparation of 1,2,4-trioxane through the irradiation of beta-ionone and related compounds, in presence of oxygen, is described.
引用
收藏
页码:43 / 46
页数:4
相关论文
共 10 条
[1]   PREPARATIVE VISIBLE-LASER PHOTOCHEMISTRY - QINGHAOSU-TYPE 1,2,4-TRIOXANES BY MOLECULAR-OXYGEN TRAPPING OF PATERNO-BUCHI TRIPLET 1,4-DIRADICALS DERIVED FROM 3,4-DIHYDRO-4,4-DIMETHYL-2H-PYRAN-2-ONE AND QUINONES [J].
ADAM, W ;
KLIEM, U ;
MOSANDL, T ;
PETERS, EM ;
PETERS, K ;
VONSCHNERING, HG .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :4986-4992
[2]   6-HYDROXYMETHYL-1,2,4-TRIOXANES AND DERIVATIVES - AN ALTERNATIVE 1,2,4-TRIOXANE SYNTHESIS FORM BETA-GAMMA-UNSATURATED BETA-HYDROXYHYDROPEROXIDES [J].
BLOODWORTH, AJ ;
JOHNSON, KA .
TETRAHEDRON LETTERS, 1994, 35 (43) :8057-8060
[3]  
BUTLER AR, 1992, CHEM SOC REV, V85, P85
[4]   PHOTOCHEMISTRY OF DIENONES .8. THE LOW-TEMPERATURE PHOTOCHEMISTRY OF (Z)-BETA-IONONE AND ITS PHOTO-ISOMERS [J].
CERFONTAIN, H ;
GEENEVASEN, JAJ .
TETRAHEDRON, 1981, 37 (08) :1571-1575
[5]   STUDIES ON PHOTOOXYGENATION OF IONONES .3. PHOTOSENSITIZED OXYGENATION OF ALPHA-PYRAN DERIVED FROM BETA-IONONE [J].
ETOH, H ;
INA, K ;
IGUCHI, M .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1973, 37 (10) :2241-2244
[6]   REACTIONS OF AN ENDOPEROXIDE WITH CHIRAL KETONES - DIASTEREOSELECTIVE FORMATION OF 1,2,4-TRIOXANES AND 1,3-DIOXOLANES [J].
JEFFORD, CW ;
JIN, SJ ;
BERNARDINELLI, G .
TETRAHEDRON LETTERS, 1991, 32 (49) :7243-7246
[7]  
Jung M., 1994, CURR MED CHEM, V1, P35
[8]   PHOTOCHEMICAL-REACTIONS .150. WAVELENGTH DEPENDENCE OF THE PHOTOCHEMISTRY OF 7-METHYL-BETA-IONONE [J].
MATHIES, P ;
NISHIO, T ;
FREI, B ;
JEGER, O .
HELVETICA CHIMICA ACTA, 1989, 72 (05) :933-942
[9]  
MOUSSERONCANET M, 1967, B SOC CHIM FR, P608
[10]   PHOTOCHEMICAL-REACTIONS .151. PHOTO-OXYGENATION OF (E)-7-METHYL-BETA-IONONE AND (Z)-7-METHYL-BETA-IONONE [J].
NISHIO, T ;
MATHIES, P ;
JOB, K ;
FREI, B ;
JEGER, O .
HELVETICA CHIMICA ACTA, 1989, 72 (05) :943-951