Recent Natural Product Total Syntheses Involving Cycloadditions of Allenes

IF 5.5 1区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Chen-Chen Gu, Xiong-En Long, Xiuping Chen, Junyang Liu, Chuang-Chuang Li
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Abstract

Comprehensive Summary

Allenes, characterized by their cumulated carbon–carbon double bonds, have emerged as indispensable synthons in the construction of complex natural products. Their unique reactivity and stereochemical properties render allenes a powerful tool for the efficient and streamlined total synthesis of structurally intricate natural products. This review comprehensively summarizes the total syntheses of complex natural products involving allene cycloaddition reactions reported over the past decade (2014—2024). Among the nearly 20 total syntheses reviewed, the [2+1], [2+2], [3+2], [4+2], [4+3], [5+1] and [2+2+1] cycloaddition reactions of allenes are the most important transformations to construct the key skeleton. This is because of their ability to form multiple bonds in a single step with high atom economy, stereoselectivity, and regioselectivity, often under mild conditions. The strategic application of these reactions in forming key carbon–carbon bonds and controlling stereochemistry makes them practical for the efficient assembly of complex molecular frameworks. With the ongoing exploration of methods for allene generation, particularly the enantioselective approaches, and the continued discovery of novel cyclization reactions of allenes, allene chemistry will maintain its crucial and indispensable role in the total synthesis of natural products.

Key Scientists

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来源期刊
Chinese Journal of Chemistry
Chinese Journal of Chemistry 化学-化学综合
CiteScore
8.80
自引率
14.80%
发文量
422
审稿时长
1.7 months
期刊介绍: The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.
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