3-Alkylpyridines .3. Total synthesis of both enantiomers of the antineoplastic marine alkaloid niphatesine D

被引：11

作者：

Bracher, F

Papke, T

机构：

[1] Inst. F. Pharmazeutische Chemie, Tech. Universität Braunschweig

来源：

MONATSHEFTE FUR CHEMIE | 1996年 / 127卷 / 01期

关键词：

alkaloid; niphatesine D; 3-alkylpyridines; reductive desulfurization;

D O I：

10.1007/BF00807413

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A five-step synthesis of both enantiomers of the marine alkaloid niphatesine D (3), starting from the readily available enantiomeric hydroxyalkylthiophenes 5 and ent-5, is described.

引用

页码：91 / 95

页数：5

共 8 条

[1] A BIOCATALYTIC APPROACH TO NONRACEMIC 2-METHYL-3-(2-THIOPHENE)-1-PROPANOLS AS CHIRAL BUILDING-BLOCKS FOR THE SYNTHESIS OF PYRIDINE ALKALOIDS [J].

BRACHER, F ;

PAPKE, T .

TETRAHEDRON-ASYMMETRY, 1994, 5 (09) :1653-1656

[2] SYNTHESIS OF 3-ALKYLPYRIDINES .2. SYNTHESIS OF BOTH ENANTIOMERS OF NIPHATESINE-C [J].

BRACHER, F ;

PAPKE, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (18) :2323-2326

[3]

BRACHER F, 1994, NAT PROD LETT, V4, P223

[4]

CARLSON LA, 1972, ACTA PHARM SUEC, V9, P405

[5]

HOGBERG HE, 1992, J ORG CHEM, V57, P2052

[6] NIPHATESINES A-D, NEW ANTINEOPLASTIC PYRIDINE ALKALOIDS FROM THE OKINAWAN MARINE SPONGE NIPHATES SP [J].

KOBAYASHI, J ;

MURAYAMA, T ;

KOSUGE, S ;

KANDA, F ;

ISHIBASHI, M ;

KOBAYASHI, H ;

OHIZUMI, Y ;

OHTA, T ;

NOZOE, S ;

SASAKI, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (12) :3301-3303

[7] ENANTIOSELECTIVE TRANSESTERIFICATIONS OF 2-METHYL-1-ALCOHOLS CATALYZED BY LIPASES FROM PSEUDOMONAS [J].

NORDIN, O ;

HEDENSTROM, E ;

HOGBERG, HE .

TETRAHEDRON-ASYMMETRY, 1994, 5 (05) :785-788

[8] FIRST TOTAL SYNTHESIS OF NIPHATESINES A-D AND ASSIGNMENT OF ABSOLUTE-CONFIGURATION [J].

RAO, AVR ;

REDDY, GR .

TETRAHEDRON LETTERS, 1993, 34 (51) :8329-8332

← 1 →