Towards a synthesis of epothilone A: asymmetric synthesis of C(1)-C(6) and C(7)-(15) fragments

被引:22
作者
Chandrasekhar, S [1 ]
Reddy, CR [1 ]
机构
[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1016/S0957-4166(02)00095-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The asymmetric synthesis of protected C(1) C(6) and C(7)-C(15) fragments of epothilone A starting from 1,3-cyclohexanedione and methyl L-hydroxy propionate. respectively, is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:261 / 268
页数:8
相关论文
共 20 条
[1]  
[Anonymous], [No title captured], Patent No. [DE 4138042, 4138042]
[2]   Synthetic studies directed towards epothilone A:: Enantioselective synthesis of a C7-C15 carboxaldehyde segment [J].
Bijoy, P ;
Avery, MA .
TETRAHEDRON LETTERS, 1998, 39 (3-4) :209-212
[3]  
BOLLAG DM, 1995, CANCER RES, V55, P2325
[4]   Radical-induced opening of trisubstituted epoxides:: Application in the synthesis of C1-C12 segment of epothilones [J].
Chakraborty, TK ;
Dutta, S .
TETRAHEDRON LETTERS, 1998, 39 (1-2) :101-104
[5]   HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS [J].
COREY, EJ ;
BAKSHI, RK ;
SHIBATA, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5551-5553
[6]   NEW METHODS AND REAGENTS IN ORGANIC-SYNTHESIS .67. A GENERAL-SYNTHESIS OF DERIVATIVES OF OPTICALLY PURE 2-(1-AMINOALKYL)THIAZOLE-4-CARBOXYLIC ACIDS [J].
HAMADA, Y ;
SHIBATA, M ;
SUGIURA, T ;
KATO, S ;
SHIOIRI, T .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (07) :1252-1255
[7]   Epothilone A and B - Novel 16-membered macrolides with cytotoxic activity: Isolation, crystal structure, and conformation in solution [J].
Hofle, GH ;
Bedorf, N ;
Steinmetz, H ;
Schomburg, D ;
Gerth, K ;
Reichenbach, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (13-14) :1567-1569
[8]  
KANTH JVB, 1993, TETRAHEDRON, V49, P5127
[9]   Epoxide opening with acetylide for synthesis of epothilone A C7-21 segment [J].
Liu, ZY ;
Yu, CZ ;
Wang, RF ;
Li, G .
TETRAHEDRON LETTERS, 1998, 39 (29) :5261-5264
[10]  
Nicolaou KC, 1998, ANGEW CHEM INT EDIT, V37, P2015, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2014::AID-ANIE2014>3.0.CO