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Catalytic asymmetric preparation of pyrroloindolines: strategies and applications to total synthesis

Guang‐Jian Mei, Wai Lean Koay, Chuan Xiang Alvin Tan, Yixin Lü

2021Chemical Society Reviews113 citationsDOI

Abstract

Pyrroloindolines are important and privileged polycyclic indoline motifs that are widely present in natural products and bio-significant molecules. From an organic chemistry perspective, their rigid tricyclic molecular architectures with a fully substituted carbon center at the C3a-position pose a great challenge to synthetic chemists. In a biological context, pyrroloindoline-containing alkaloids display a plethora of promising activities, making them significant in biological sciences and drug development. In the past few decades, pyrroloindoline and its analogues have emerged as appealing synthetic targets, attracting tremendous attention from the synthetic community. In this review, we summarize the state-of-the-art catalytic asymmetric synthesis of pyrroloindolines, as well as the related applications to the total synthesis of natural products.

Topics & Concepts

Total synthesisCatalysisChemistryNanotechnologyOrganic chemistryMaterials scienceAsymmetric Synthesis and CatalysisOxidative Organic Chemistry ReactionsSynthesis and Characterization of Pyrroles
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