| ID | 65232 |
| フルテキストURL | |
| 著者 |
Formica, Michele
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Rogova, Tatiana
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Shi, Heyao
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Sahara, Naoto
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Ferko, Branislav
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Farley, Alistair J. M.
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Christensen, Kirsten E.
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Duarte, Fernanda
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
Yamazaki, Ken
Division of Applied Chemistry, Okayama University
Dixon, Darren J.
Chemistry Research Laboratory, Department of Chemistry, University of Oxford
|
| 抄録 | Molecules that contain a stereogenic phosphorus atom are crucial to medicine, agrochemistry and catalysis. While methods are available for the selective construction of various chiral organophosphorus compounds, catalytic enantioselective approaches for their synthesis are far less common. Given the vastness of possible substituent combinations around a phosphorus atom, protocols for their preparation should also be divergent, providing facile access not only to one but to many classes of phosphorus compounds. Here we introduce a catalytic and enantioselective strategy for the preparation of an enantioenriched phosphorus(V) centre that can be diversified enantiospecifically to a wide range of biologically relevant phosphorus(V) compounds. The process, which involves an enantioselective nucleophilic substitution catalysed by a superbasic bifunctional iminophosphorane catalyst, can accommodate a wide range of carbon substituents at phosphorus. The resulting stable, yet versatile, synthetic intermediates can be combined with a multitude of medicinally relevant O-, N- and S-based nucleophiles.
|
| 備考 | The version of record of this article, first published in Nature Chemistry, is available online at Publisher’s website: http://dx.doi.org/10.1038/s41557-023-01165-6
|
| 発行日 | 2023-05-01
|
| 出版物タイトル |
Nature Chemistry
|
| 巻 | 15巻
|
| 号 | 5号
|
| 出版者 | Springer Science and Business Media LLC
|
| 開始ページ | 714
|
| 終了ページ | 721
|
| ISSN | 1755-4330
|
| NCID | AA12391432
|
| 資料タイプ |
学術雑誌論文
|
| 言語 |
英語
|
| OAI-PMH Set |
岡山大学
|
| 著作権者 | © The Author(s) 2023
|
| 論文のバージョン | publisher
|
| PubMed ID | |
| DOI | |
| 関連URL | isVersionOf https://doi.org/10.1038/s41557-023-01165-6
|
| ライセンス | http://creativecommons.org/licenses/by/4.0/
|
| Citation | Formica, M., Rogova, T., Shi, H. et al. Catalytic enantioselective nucleophilic desymmetrization of phosphonate esters. Nat. Chem. 15, 714–721 (2023). https://doi.org/10.1038/s41557-023-01165-6
|
