Synthesis and biological evaluation of a des-dihydropyran laulimalide analog

被引：15
|
作者：
Gollner, Andreas [1 ]
Altmann, Karl-Heinz [2 ]
Gertsch, Juerg [3 ]
Mulzer, Johann [1 ]
机构：
[1] Univ Vienna, Inst Organ Chem, A-1090 Vienna, Austria
[2] ETH, Inst Pharmaceut Sci, CH-8093 Zurich, Switzerland
[3] Univ Bern, Inst Biochem & Mol Med, CH-3012 Bern, Switzerland
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 42期
基金：
奥地利科学基金会;
关键词：
Antitumor drugs; Total synthesis; SAR studies; Evans alkylation; Macrolactonization; METATHESIS DIVERSIFICATION STRATEGY; STABILIZING AGENT (-)-LAULIMALIDE; FUNCTION-ORIENTED SYNTHESIS; MARINE SPONGE; ISOLAULIMALIDE; NEOLAULIMALIDE; CONDENSATION; MACROLIDES;
D O I：
10.1016/j.tetlet.2009.07.122
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparation of a novel simplified Laulimalide analog via a highly convergent and efficient route and its biological evaluation are presented. The outlined route enables the synthesis of C(5)-C(9) modified analog 2 and uses Julia-Kocienski olefination for fragment assembly and a regioselective Yamaguchi macrolactonization for ring closure. This strategy should be suitable for the generation of various new C(5)-C(9) des-dihydropyran laulimalide derivatives for further SAR studies. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5790 / 5792
页数：3
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