Total synthesis of the antitumor active pyrrolo[2,1-α]isoquinoline alkaloid (±)-crispine A

被引：117

作者：

Knölker, HJ ^{[1
]}

Agarwal, S ^{[1
]}

机构：

[1] Tech Univ Dresden, Inst Organ Chem, D-01069 Dresden, Germany

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 07期

关键词：

total synthesis; alkaloids; pyrroles; hydrogenation;

D O I：

10.1016/j.tetlet.2004.12.066

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of a propargyl Grignard reagent to 3,4-dihydro-6,7-dimethoxyisoquinoline, silver(I)-promoted oxidative cyclization, and chemoselective hydrogenation of the pyrrole ring provide a simple three-step route to the antitumor active pyrrolo[2,1-a]isoquinoline alkaloid (+/-)-crispine A. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1173 / 1175

页数：3

共 23 条

[21] THE CHEMISTRY OF VICINAL TRICARBONYLS - PREPARATION AND REACTIONS OF ACETYLENIC TRICARBONYLS
WASSERMAN, HH
FRECHETTE, R
OIDA, T
VANDUZER, JH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (26) : 6012 - 6014
[22] SYNTHETIC APPROACH TO CEPHALOTAXINE SKELETON
WEINSTEIN, B
CRAIG, AR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (05) : 875 - 878
[23] Novel bioactive isoquinoline alkaloids from Carduus crispus
Zhang, QY
Tu, GZ
Zhao, YY
Cheng, TM
[J]. TETRAHEDRON, 2002, 58 (34) : 6795 - 6798

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