A new semisynthesis of paclitaxel from baccatin III

被引:113
作者
Baloglu, E [1 ]
Kingston, DGI [1 ]
机构
[1] Virginia Polytech Inst & State Univ, Dept Chem, Blacksburg, VA 24061 USA
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 07期
关键词
D O I
10.1021/np990040k
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A new method for the semisynthesis of paclitaxel (Taxol) from baccatin III via a dioxo-oxathiazolidine intermediate is reported.
引用
收藏
页码:1068 / 1071
页数:4
相关论文
共 13 条
[1]  
Boge T C., 1997, ENANTIOSELECTIVE SYN, P1
[2]   IMPROVED PROTECTION AND ESTERIFICATION OF A PRECURSOR OF THE TAXOTERE(R) AND TAXOL SIDE-CHAINS [J].
COMMERCON, A ;
BEZARD, D ;
BERNARD, F ;
BOURZAT, JD .
TETRAHEDRON LETTERS, 1992, 33 (36) :5185-5188
[3]  
Della Casa de Marcano D. P., 1975, J CHEM SOC CHEM COMM, P365
[4]   TAXOTERE(R) BY ESTERIFICATION WITH STEREOCHEMICALLY WRONG (2S,3S)-PHENYLISOSERINE DERIVATIVES [J].
DENIS, JN ;
KANAZAWA, AM ;
GREENE, AE .
TETRAHEDRON LETTERS, 1994, 35 (01) :105-108
[5]   AN IMPROVED SYNTHESIS OF THE TAXOL SIDE-CHAIN AND OF RP-56976 [J].
DENIS, JN ;
CORREA, A ;
GREENE, AE .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1957-1959
[6]   A HIGHLY EFFICIENT, PRACTICAL APPROACH TO NATURAL TAXOL [J].
DENIS, JN ;
GREENE, AE ;
GUENARD, D ;
GUERITTEVOEGELEIN, F ;
MANGATAL, L ;
POTIER, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5917-5919
[7]   1,2,3-OXATHIAZOLIDINES - A NEW HETEROCYCLIC SYSTEM [J].
DEYRUP, JA ;
MOYER, CL .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (01) :175-&
[8]   A PRACTICAL CHEMOENZYMATIC SYNTHESIS OF THE TAXOL C-13 SIDE-CHAIN N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE [J].
GOU, DM ;
LIU, YC ;
CHEN, CS .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (05) :1287-1289
[9]   SYNTHESIS OF TAXOL FROM BACCATIN-3 VIA AN OXAZOLINE INTERMEDIATE [J].
KINGSTON, DGI ;
CHAUDHARY, AG ;
GUNATILAKA, AAL ;
MIDDLETON, ML .
TETRAHEDRON LETTERS, 1994, 35 (26) :4483-4484
[10]  
LAMBERT JB, 1998, ORGANIC STRUCTURAL S, P72