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Combining two-directional synthesis and tandem reactions. Part 4: A concise approach to the spirocyclic core of halichlorine and the pinnaic acids |
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| Authors: | Louise G. Arini David L. Hughes |
| Affiliation: | a School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK b GlaxoSmithKline, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK c X-Ray Crystallography Unit, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK |
| Abstract: | A synthesis of the spirocyclic core structure of halichlorine, an inhibitor of the induced expression of VCAM-1 and the pinnaic acids, inhibitors of PLA2, 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. |
| Keywords: | Halichlorine Pinnaic acid Cycloaddition Tandem reaction Two directional |
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