2015Chemical CommunicationsRequires access

Gold( i )-catalyzed highly stereoselective synthesis of polycyclic indolines: the construction of four contiguous stereocenters

Jin‐Ming Yang, Penghua Li, Yin Wei, Xiang‐Ying Tang, Min Shi

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Abstract

A convenient and efficient synthetic method has been developed to construct highly functionalized polycyclic indoline skeletons with four contiguous stereocenters, which are of great importance in biological and pharmaceutical chemistry. The selective formation of either the oxabridged-ring or ring-opening polycyclic indoline derivatives can be controlled by using different gold catalytic systems. A variety of polycyclic indoline derivatives were obtained in moderate to good yields under mild conditions with moderate to excellent enantioselectivity.

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What this paper is about

A convenient and efficient synthetic method has been developed to construct highly functionalized polycyclic indoline skeletons with four contiguous stereocenters, which are of great importance in biological and pharmaceutical chemistry. The selective formation of either the oxabridged-ring or ring-opening polycyclic indoline derivatives can be controlled by using different gold catalytic systems. A variety of polycyclic indoline derivatives were obtained in moderate to good yields under mild conditions with moderate to excellent enantioselectivity.

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OpenAlex reports 51 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

A convenient and efficient synthetic method has been developed to construct highly functionalized polycyclic indoline skeletons with four contiguous stereocenters, which are of great importance in biological and pharmaceutical chemistry. The selective formation of either the oxabridged-ring or ring-opening polycyclic indoline derivatives can be controlled by using different gold catalytic systems. A variety of polycyclic indoline derivatives were obtained in moderate to good yields under mild conditions with moderate to excellent enantioselectivity.

Key concepts: Stereocenter, Indoline, Ring (chemistry), Catalysis, Chemistry, Combinatorial chemistry, Stereochemistry, Stereoselectivity

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