Combined metalation-cross coupling strategies: A synthesis of schumanniophytine by a key biaryl O-carbamate remote anionic fries rearrangement

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Abstract

A short synthesis of the alkaloid schumanniophytine (1) starting from simple building blocks and involving directed ortho metalation (DoM), Suzuki-Miyaura cross coupling, and a key ortho-silicon-induced O-carbamate remote anionic Fries rearrangement (3) is described. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

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Macklin, T. K., Reed, M. A., & Snieckus, V. (2008). Combined metalation-cross coupling strategies: A synthesis of schumanniophytine by a key biaryl O-carbamate remote anionic fries rearrangement. European Journal of Organic Chemistry, (9), 1507–1509. https://doi.org/10.1002/ejoc.200701116

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