Synthesis of the C9-C29 fragments of ajudazols A and B

被引:16
作者
Ganame, Danny [1 ]
Quach, Tim [1 ]
Poole, Charlotte [1 ]
Rizzacasa, Mark A. [1 ]
机构
[1] Univ Melbourne, Inst Biol 2, Sch Chem, Melbourne, Vic 3010, Australia
基金
澳大利亚研究理事会;
关键词
D O I
10.1016/j.tetlet.2007.06.072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of both C9-C29 fragments 3 and 4 of the myxobacteria metabolites ajudazols A (1) and B (2) are described. The key steps were a cyclodehydration to form the oxazole, Sonogashira coupling to form the C18-C19 bond and a P-2 Ni mediated partial alkyne hydrogenation to install the C17-C18 Z-alkene. The C15 alkene in the ajudazol A fragnient 3 was introduced in the final steps by elimination of the corresponding primary alcohol. Crown Copyright (c) 2007 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:5841 / 5843
页数:3
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