ハリクロリンの合成

抄録

The naturally occurring marine alkaloid halichlorine, isolated from the black marine sponge Halichondria okadai Kadota, has been claimed to selectively inhibit the induced expression of vascular cell adhesion molecule-1 (VCAM-1) and might therefore be useful in the treatment of allergic inflammatory diseases and cancer. Stimulated by this intriguing biological profile, as well as the challenging architectural features of halichlorine, a significant amount of work related to the synthesis of this compound has been disclosed. Since the first total synthesis of halichlorine by the Danishefsky group, two other syntheses have been reported by Heathcock and more recently by Clive. The remainder of the many publications in this area have dealt very largely with construction of the azaspirocyclic core system and with formal synthesis reliant on the Danishefsky route.