STEREOSELECTIVE SYNTHESIS OF TAXOL DERIVATIVES

被引:25
作者
BLECHERT, S
MULLER, R
BEITZEL, M
机构
[1] Technische Universität Berlin, D-1000 Berlin 12
关键词
D O I
10.1016/S0040-4020(01)91207-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective synthesis of the tricyclic taxane system with three oxygen centers in ring B is achieved by a photocycloaddition followed by elimination yielding a cyclobutene and oxidative ring expansion. By this strategy a variety of functionalized A,B-ring systems can also be established.
引用
收藏
页码:6953 / 6964
页数:12
相关论文
共 7 条
[1]   SYNTHESIS OF A BIOLOGICALLY-ACTIVE TAXOL ANALOG [J].
BLECHERT, S ;
KLEINEKLAUSING, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (04) :412-414
[2]  
BLECHERT S, 1990, ALKALOIDS, V39, P204
[3]  
BLECHERT S, 1991, ANGEW CHEM, V103, P428
[4]   RELATIONSHIPS BETWEEN THE STRUCTURE OF TAXOL ANALOGS AND THEIR ANTIMITOTIC ACTIVITY [J].
GUERITTEVOEGELEIN, F ;
GUENARD, D ;
LAVELLE, F ;
LEGOFF, MT ;
MANGATAL, L ;
POTIER, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) :992-998
[5]   DEMAYO REACTIONS WITH ALLENES - A SHORT WAY TO [5.3.1]BICYCLOUNDECANE SYSTEMS OF TAXANE [J].
KACZMAREK, R ;
BLECHERT, S .
TETRAHEDRON LETTERS, 1986, 27 (25) :2845-2848
[6]   STEREOSELECTIVE SYNTHESIS OF TAXANE DERIVATIVES [J].
NEH, H ;
KUHLING, A ;
BLECHERT, S .
HELVETICA CHIMICA ACTA, 1989, 72 (01) :101-109
[7]   BIOLOGICALLY-ACTIVE TAXOL ANALOGS WITH DELETED A-RING SIDE-CHAIN SUBSTITUENTS AND VARIABLE C-2' CONFIGURATIONS [J].
SWINDELL, CS ;
KRAUSS, NE ;
HORWITZ, SB ;
RINGEL, I .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) :1176-1184