Studies towards the total synthesis of epothilones: Asymmetric synthesis of the key fragments

被引：65

作者：

Schinzer, D

Limberg, A

Bohm, OM

机构：

[1] Institut für Organische Chemie der Technischen Universität Braunschweig, D-38106 Braunschweig

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 1996年 / 2卷 / 11期

关键词：

asymmetric syntheses; epothilones; macrolides; natural products;

D O I：

10.1002/chem.19960021121

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Members of a new class of macrolide-the so-called epothilones (1)-showing a taxol-like biological activity have recently been isolated. A convergent approach to 1 is presented, and the asymmetric syntheses of the three key intermediates 3, 4, and 8 are reported.

引用

页码：1477 / 1482

页数：6

共 26 条

[1] BELLUCCI C, 1989, FARMACO, V44, P1167
[2] BOLLAG DM, 1995, CANCER RES, V55, P2325
[3] HYDROBORATION .61. DIISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY - IMPROVED PREPARATION AND ASYMMETRIC HYDROBORATION OF REPRESENTATIVE CIS-DISUBSTITUTED ALKENES
BROWN, HC
DESAI, MC
JADHAV, PK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (26) : 5065 - 5069
[4] IMPROVED PROCEDURES FOR THE SYNTHESIS OF DIISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY
BROWN, HC
SINGARAM, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (05) : 945 - 947
[5] 3,3-DIMETHYLALLYLDIISOPINOCAMPHEYLBORANE - A NOVEL REAGENT FOR CHIRAL ISOPRENYLATION OF ALDEHYDES - SYNTHESIS OF (+)-ARTEMISIA AND (-)-ARTEMISIA ALCOHOL IN EXCEPTIONALLY HIGH ENANTIOMERIC PURITY
BROWN, HC
JADHAV, PK
[J]. TETRAHEDRON LETTERS, 1984, 25 (12) : 1215 - 1218
[6] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES
COREY, EJ
VENKATESWARLU, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) : 6190 - +
[7] A SAFE, SIMPLE, ONE-POT PREPARATION OF N-DERIVATIZED BETA-AMINO ALCOHOLS AND OXAZOLIDINONES FROM AMINO-ACIDS
CORREA, A
DENIS, JN
GREENE, AE
[J]. SYNTHETIC COMMUNICATIONS, 1991, 21 (01) : 1 - 9
[8] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS
DALE, JA
MOSHER, HS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) : 512 - 519
[9] DHAL R, 1987, B SOC CHIM FR, V3, P473
[10] SYNTHESIS FROM PREGNENOLONE OF FLUORESCENT CHOLESTEROL ANALOG PROBES WITH CONJUGATED UNSATURATION IN THE SIDE-CHAIN
DREW, J
LETELLIER, M
MORAND, P
SZABO, AG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) : 4047 - 4052

← 1 2 3 →