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Chlorospermines A and B are biologically interesting acridone natural products and recently isolated from Glycosmis chlorosperma.We report here a convergent approach to construct the tetracyclic core of the natural products.The two fragments are assembled together through Sonogashira coupling,and a cis-triene intermediate was prepared by using hydrosilylation/desilylation.A 6p-electrocyclization/aromatization sequence served as the key step of the synthesis,which formed the tetrasubstituted arene motif in one pot.
Chlorospermines A and B are biologically interesting acridone natural products and recently isolated from Glycosmis chlorosperma. We report here a convergent approach to construct the tetracyclic core of the natural products. The two fragments are assembled together by Sonogashira coupling, and a cis-triene intermediate was prepared by using hydrosilylation / desilylation. A 6p-electrocyclization / aromatization sequence served as the key step of the synthesis, which formed the tetrasubstituted arene motif in one pot.