Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications,Chemical Reviews

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Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications
Chemical Reviews ( IF 51.4 ) Pub Date : 2021-03-19 , DOI: 10.1021/acs.chemrev.0c00736
Oscar Pàmies ₁ , Jèssica Margalef ₁ , Santiago Cañellas ₂ , Jinju James ₃ , Eric Judge ₃ , Patrick J Guiry ₃ , Christina Moberg ₄ , Jan-E Bäckvall ₅ , Andreas Pfaltz ₆ , Miquel A Pericàs _{7,

8} , Montserrat Diéguez ₁

Affiliation

This Review compiles the evolution, mechanistic understanding, and more recent advances in enantioselective Pd-catalyzed allylic substitution and decarboxylative and oxidative allylic substitutions. For each reaction, the catalytic data, as well as examples of their application to the synthesis of more complex molecules, are collected. Sections in which we discuss key mechanistic aspects for high selectivity and a comparison with other metals (with advantages and disadvantages) are also included. For Pd-catalyzed asymmetric allylic substitution, the catalytic data are grouped according to the type of nucleophile employed. Because of the prominent position of the use of stabilized carbon nucleophiles and heteronucleophiles, many chiral ligands have been developed. To better compare the results, they are presented grouped by ligand types. Pd-catalyzed asymmetric decarboxylative reactions are mainly promoted by PHOX or Trost ligands, which justifies organizing this section in chronological order. For asymmetric oxidative allylic substitution the results are grouped according to the type of nucleophile used.

中文翻译：

对映选择性钯催化烯丙基取代的最新进展：从设计到应用

本综述汇集了对映选择性 Pd 催化烯丙基取代以及脱羧和氧化烯丙基取代的演变、机理理解和最新进展。对于每个反应，都会收集催化数据以及它们在合成更复杂分子中的应用示例。还包括我们讨论高选择性的关键机制方面以及与其他金属（具有优点和缺点）的比较的部分。对于 Pd 催化的不对称烯丙基取代，催化数据根据所使用的亲核试剂的类型进行分组。由于稳定碳亲核试剂和异核试剂的使用占据突出地位，许多手性配体被开发出来。为了更好地比较结果，它们按配体类型分组。 Pd 催化的不对称脱羧反应主要由 PHOX 或 Trost 配体促进，这证明按时间顺序组织本节是合理的。对于不对称氧化烯丙基取代，结果根据所用亲核试剂的类型进行分组。

更新日期：2021-04-29

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