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Catalytic Aza-Wacker Annulation: Tuning Mechanism by the Activation Mode of Amide and Enantioselective Syntheses of Melinonine‑E and Strychnoxanthine

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journal contribution
posted on 2018-03-29, 18:21 authored by Changmin Xie, Jisheng Luo, Yuping Zhang, Sha-Hua Huang, Lili Zhu, Ran Hong
An unprecedented N-substituent of the amide was found to be crucial for the successful annulation to establish 2-azabicyclo[3.3.1]­nonane and other ring skeletons in good yield. The novel catalytic aza-Wacker annulation methodology was further illustrated in the concise syntheses and the absolute configuration determinations of melinonine-E and strychnoxanthine.