| アイテムタイプ |
itemtype_ver1(1) |
| 公開日 |
2025-12-19 |
| タイトル |
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タイトル |
Enantiospecific cross-coupling of cyclic alkyl sulfones |
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言語 |
en |
| 著者 |
Nolla-Saltiel, Roberto
Ariki, Zachary T
Schiele, Stefanie
Alpin, Jana
Tahara, Yasuyo
Yokogawa, Daisuke
Nambo, Masakazu
Crudden, Cathleen M
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| アクセス権 |
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アクセス権 |
open access |
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アクセス権URI |
http://purl.org/coar/access_right/c_abf2 |
| 権利 |
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権利情報 |
This version of the article has been accepted for publication, after peer review (when applicable) and is subject to Springer Nature’s AM terms of use, but is not the Version of Record and does not reflect post-acceptance improvements, or any corrections. The Version of Record is available online at: http://dx.doi.org/10.1038/s41557-024-01594-x |
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言語 |
en |
| 内容記述 |
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内容記述タイプ |
Abstract |
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内容記述 |
Methods to form carbon–carbon bonds efficiently and with control of stereochemistry are critical for the construction of complex molecules. Cross-coupling reactions are among the most efficient and widely used reactions to construct molecules, with reactions enabling the retention or installation of chirality as recent additions to this powerful toolbox. Sulfones are robust, accessible organic electrophiles that have many attractive features as cross-coupling partners; however, since the first example of their use in 1979, there have been no examples of their use in enantioselective, enantiospecific or entantioconvergent cross-couplings. The high acidity of sulfones makes it unclear whether this transformation is even possible outside tertiary systems. Here we report the enantiospecific cross-coupling of cyclic sulfones and Grignard reagents. Up to 99% chirality transfer is observed despite the strong basicity of the Grignard components. In situ monitoring reveals that the cross-coupling is kinetically competitive with competing deprotonation, resulting in a highly enantioselective transformation. |
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言語 |
en |
| 出版者 |
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出版者 |
Nature |
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言語 |
en |
| 言語 |
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言語 |
eng |
| 資源タイプ |
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資源タイプresource |
http://purl.org/coar/resource_type/c_6501 |
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タイプ |
journal article |
| 出版タイプ |
|
|
出版タイプ |
AM |
|
出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| 関連情報 |
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|
関連タイプ |
isVersionOf |
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|
識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1038/s41557-024-01594-x |
| 収録物識別子 |
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収録物識別子タイプ |
PISSN |
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収録物識別子 |
1755-4330 |
| 書誌情報 |
en : Nature Chemistry
巻 16,
号 9,
p. 1445-1452,
発行日 2024-09
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cyclicNi.pdf (193 KB)
