Synthesis of trisphaeridine and norchelerythrine through palladium-catalyzed aryl–aryl coupling reactions

…, K Okamura, T Miyagoe, T Akiyama, H Abe…

Index: Harayama, Takashi; Akamatsu, Hisashi; Okamura, Kana; Miyagoe, Taeko; Akiyama, Toshihiko; Abe, Hitoshi; Takeuchi, Yasuo Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 5 p. 523 - 528

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Citation Number: 69

Abstract

Total syntheses of trisphaeridine (3) and norchelerythrine (4), fully aromatized phenanthridine and benzo [c] phenanthridine alkaloids, were accomplished via the internal aryl–aryl coupling reaction of halo amides protected by a methoxymethyl group with the palladium reagent, followed by reduction with lithium aluminium hydride and treatment with hydrochloric acid.