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Carbonyl–Olefin Metathesis
Chemical Reviews ( IF 51.4 ) Pub Date : 2021-06-16 , DOI: 10.1021/acs.chemrev.0c01096 Haley Albright 1 , Ashlee J Davis 1 , Jessica L Gomez-Lopez 1 , Hannah L Vonesh 1 , Phong K Quach 2 , Tristan H Lambert 2 , Corinna S Schindler 1
Chemical Reviews ( IF 51.4 ) Pub Date : 2021-06-16 , DOI: 10.1021/acs.chemrev.0c01096 Haley Albright 1 , Ashlee J Davis 1 , Jessica L Gomez-Lopez 1 , Hannah L Vonesh 1 , Phong K Quach 2 , Tristan H Lambert 2 , Corinna S Schindler 1
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This Review describes the development of strategies for carbonyl–olefin metathesis reactions relying on stepwise, stoichiometric, or catalytic approaches. A comprehensive overview of currently available methods is provided starting with Paternò–Büchi cycloadditions between carbonyls and alkenes, followed by fragmentation of the resulting oxetanes, metal alkylidene-mediated strategies, [3 + 2]-cycloaddition approaches with strained hydrazines as organocatalysts, Lewis acid-mediated and Lewis acid-catalyzed strategies relying on the formation of intermediate oxetanes, and protocols based on initial carbon–carbon bond formation between carbonyls and alkenes and subsequent Grob-fragmentations. The Review concludes with an overview of applications of these currently available methods for carbonyl–olefin metathesis in complex molecule synthesis. Over the past eight years, the field of carbonyl–olefin metathesis has grown significantly and expanded from stoichiometric reaction protocols to efficient catalytic strategies for ring-closing, ring-opening, and cross carbonyl–olefin metathesis. The aim of this Review is to capture the status quo of the field and is expected to contribute to further advancements in carbonyl–olefin metathesis in the coming years.
中文翻译：
羰基-烯烃复分解
本综述描述了依赖逐步、化学计量或催化方法的羰基-烯烃复分解反应策略的发展。提供了当前可用方法的全面概述，从羰基和烯烃之间的 Paternò-Büchi 环加成开始，然后是生成的氧杂环丁烷的碎裂、金属亚烷基介导的策略、以应变肼作为有机催化剂的 [3 + 2]-环加成方法、路易斯酸介导和路易斯酸催化的策略依赖于中间体氧杂环丁烷的形成，以及基于羰基和烯烃之间初始碳 - 碳键形成以及随后的 Grob 断裂的方案。该评论最后概述了这些目前可用的羰基烯烃复分解方法在复杂分子合成中的应用。在过去的八年里，羰基-烯烃复分解领域取得了长足的发展，并从化学计量反应方案扩展到了闭环、开环和交叉羰基-烯烃复分解的有效催化策略。本综述的目的是了解该领域的现状，并有望在未来几年为羰基烯烃复分解的进一步发展做出贡献。
更新日期：2021-08-11
中文翻译：
羰基-烯烃复分解
本综述描述了依赖逐步、化学计量或催化方法的羰基-烯烃复分解反应策略的发展。提供了当前可用方法的全面概述，从羰基和烯烃之间的 Paternò-Büchi 环加成开始，然后是生成的氧杂环丁烷的碎裂、金属亚烷基介导的策略、以应变肼作为有机催化剂的 [3 + 2]-环加成方法、路易斯酸介导和路易斯酸催化的策略依赖于中间体氧杂环丁烷的形成，以及基于羰基和烯烃之间初始碳 - 碳键形成以及随后的 Grob 断裂的方案。该评论最后概述了这些目前可用的羰基烯烃复分解方法在复杂分子合成中的应用。在过去的八年里，羰基-烯烃复分解领域取得了长足的发展，并从化学计量反应方案扩展到了闭环、开环和交叉羰基-烯烃复分解的有效催化策略。本综述的目的是了解该领域的现状，并有望在未来几年为羰基烯烃复分解的进一步发展做出贡献。
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