Total synthesis of kopsine, fruticosine, and structurally related polycyclic caged Kopsia indole alkaloids

Literature Information

Publication Date 2020-11-17
DOI 10.1039/D0QO01165G
Impact Factor 5.281
Authors

Bo Qin, Yuan Wang, Xin Wang, Yanxing Jia


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Abstract

Kopsine, fruticosine and related caged and polycyclic Kopsia indole alkaloids have been attractive synthetic targets since 1983. Besides their promising bioactivities, the multiple continuous stereogenetic centers including two all-carbon quaternary stereocenters embedded in a rigid and caged polycyclic skeleton poses significant challenges in synthetic chemistry. Due to the extrodinary complex structures, tremendous efforts have been devoted to these synthetic targets. In this review, we discuss reported strategies for the total synthesis of kopsine, fruticosine and related Kopsia indole alkaloids with an emphasis on tactics to construct the polycyclic skeleton and methodologies to install the C7/C20 stereocenters.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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