Combining two-directional synthesis and tandem reactions. Part 4: A concise approach to the spirocyclic core of halichlorine and the pinnaic acids

被引:36
作者
Arini, LG
Szeto, P
Hughes, DL
Stockman, RA [1 ]
机构
[1] Univ E Anglia, Sch Chem Sci & Pharm, Norwich NR4 7TJ, Norfolk, England
[2] GlaxoSmithKline, Stevenage SG1 2NY, Herts, England
[3] Univ E Anglia, Sch Chem Sci & Pharm, Xray Crystallog Unit, Norwich NR4 7TJ, Norfolk, England
基金
英国工程与自然科学研究理事会;
关键词
halichlorine; pinnaic acid; cycloaddition; tandem reaction; two directional;
D O I
10.1016/j.tetlet.2004.09.058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of the spirocyclic core structure of halichlorine, an inhibitor of the induced expression of VCAM-1 and the pinnaic acids, inhibitors of PLA(2), is presented. A two-directional strategy is employed, in conjunction with a tandem oxime formation/Michael addition/cycloaddition to form the key azaspirocyclic skeleton in a very direct manner. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8371 / 8374
页数:4
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