Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)

Metal-mediated cyclizations are important transformations in a natural product total synthesis. The Pauson-Khand reaction, particularly powerful for establishing cyclopentenone-containing structures, is distinguished as one of the most attractive annulation processes routinely employed in synthesis...

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Main Authors: Sijia Chen, Chongguo Jiang, Nan Zheng, Zhen Yang, Lili Shi
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/10/10/1199
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author Sijia Chen
Chongguo Jiang
Nan Zheng
Zhen Yang
Lili Shi
author_facet Sijia Chen
Chongguo Jiang
Nan Zheng
Zhen Yang
Lili Shi
author_sort Sijia Chen
collection DOAJ
description Metal-mediated cyclizations are important transformations in a natural product total synthesis. The Pauson-Khand reaction, particularly powerful for establishing cyclopentenone-containing structures, is distinguished as one of the most attractive annulation processes routinely employed in synthesis campaigns. This review covers Co, Rh, and Pd catalyzed Pauson-Khand reaction and summarizes its strategic applications in total syntheses of structurally complex natural products in the last five years. Additionally, the hetero-Pauson-Khand reaction in the synthesis of heterocycles will also be discussed. Focusing on the panorama of organic synthesis, this review highlights the strategically developed Pauson-Khand reaction in fulfilling total synthetic tasks and its synthetic attractiveness is aimed to be illustrated.
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spelling doaj.art-26729ae73c2446c4822f274cc71e75472023-11-20T17:22:58ZengMDPI AGCatalysts2073-43442020-10-011010119910.3390/catal10101199Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)Sijia Chen0Chongguo Jiang1Nan Zheng2Zhen Yang3Lili Shi4State Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaMetal-mediated cyclizations are important transformations in a natural product total synthesis. The Pauson-Khand reaction, particularly powerful for establishing cyclopentenone-containing structures, is distinguished as one of the most attractive annulation processes routinely employed in synthesis campaigns. This review covers Co, Rh, and Pd catalyzed Pauson-Khand reaction and summarizes its strategic applications in total syntheses of structurally complex natural products in the last five years. Additionally, the hetero-Pauson-Khand reaction in the synthesis of heterocycles will also be discussed. Focusing on the panorama of organic synthesis, this review highlights the strategically developed Pauson-Khand reaction in fulfilling total synthetic tasks and its synthetic attractiveness is aimed to be illustrated.https://www.mdpi.com/2073-4344/10/10/1199metal-mediated reactionsPauson-Khand reactioncyclopentenonesnatural products total syntheses
spellingShingle Sijia Chen
Chongguo Jiang
Nan Zheng
Zhen Yang
Lili Shi
Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
Catalysts
metal-mediated reactions
Pauson-Khand reaction
cyclopentenones
natural products total syntheses
title Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
title_full Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
title_fullStr Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
title_full_unstemmed Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
title_short Evolution of Pauson-Khand Reaction: Strategic Applications in Total Syntheses of Architecturally Complex Natural Products (2016–2020)
title_sort evolution of pauson khand reaction strategic applications in total syntheses of architecturally complex natural products 2016 2020
topic metal-mediated reactions
Pauson-Khand reaction
cyclopentenones
natural products total syntheses
url https://www.mdpi.com/2073-4344/10/10/1199
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AT chongguojiang evolutionofpausonkhandreactionstrategicapplicationsintotalsynthesesofarchitecturallycomplexnaturalproducts20162020
AT nanzheng evolutionofpausonkhandreactionstrategicapplicationsintotalsynthesesofarchitecturallycomplexnaturalproducts20162020
AT zhenyang evolutionofpausonkhandreactionstrategicapplicationsintotalsynthesesofarchitecturallycomplexnaturalproducts20162020
AT lilishi evolutionofpausonkhandreactionstrategicapplicationsintotalsynthesesofarchitecturallycomplexnaturalproducts20162020