Diastereodivergent Synthesis of Pentacyclic Spiroindolines via a Magnesium(II)-Catalyzed Cascade Reaction of N,N′‑Cyclic Azomethine Imines with Indolyl-Substituted Isocyanides
Organic letters(2023)
Abstract
Magnesium(II)-catalyzed cascade reactions of '-cyclic azomethine imines with indolyl-substituted isocyanides are reported herein. The method exhibited a high functional group tolerance and broad substrate scope. A series of -pentacyclic spiroindolines containing '-fused heterocycle skeletons were obtained in up to 82% yield with 8.5:1 dr under mild reaction conditions. Intriguingly, a sequential HOAc-mediated protonation results in a diastereoenriched epimerization, which gives rise to the -pentacyclic spiroindolines as the sole isomers.
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Key words
pentacyclic spiroindolines,synthesis,indolyl-substituted
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