Ring Expansion from 16‐Membered Macrocyclic Lactones Using Yamaguchi and Photoinduced Decarboxylative Radical Macrolactonization
Abstract: This study describes a new strategy for synthesizing 31‐, 33‐, 46‐, and 48‐membered macrocyclic lactones from commercially available 16‐membered macrocyclic lactones using the Yamaguchi reaction and photoinduced decarboxylative radical macrolactonization. Despite challenges with the low solubility of substrates and the slow rate of photochemical radical cyclization, the preparation of enlarged macrocyclic lactones from 16‐membered macrocyclic lactones was successfully accomplished. Additionally, the effect of the Lewis acidity of the counter cation in the carboxylate salt provided mechanistic insights into the photoinduced decarboxylative radical macrolactonization.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Ring Expansion from 16‐Membered Macrocyclic Lactones Using Yamaguchi and Photoinduced Decarboxylative Radical Macrolactonization ; day:18 ; month:11 ; year:2024 ; extent:6
Asian journal of organic chemistry ; (18.11.2024) (gesamt 6)
- Creator
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Hashimoto, Ryoga
Kameda, Kenta
Kuresawa, Shoki
Iwasaki, Tomoya
Furutani, Toshiki
Yamawaki, Mugen
Suzuki, Hirotsugu
Yoshimi, Yasuharu
- DOI
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10.1002/ajoc.202400560
- URN
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urn:nbn:de:101:1-2411181323078.541519251480
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:25 AM CEST
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Associated
- Hashimoto, Ryoga
- Kameda, Kenta
- Kuresawa, Shoki
- Iwasaki, Tomoya
- Furutani, Toshiki
- Yamawaki, Mugen
- Suzuki, Hirotsugu
- Yoshimi, Yasuharu
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