A novel synthesis of dihydrofuranyl alcohols through cascade reactions of 1,3-diketones with α,β-unsaturated epoxides

A novel synthesis of highly functionalized dihydrofuranyl alcohols has been developed through a tandem process including Michael addition of α,β-unsaturated epoxides with 1,3-diketones, an aldol reaction, a retro-aldol reaction, enolization, and epoxide ring-opening. These reactions proceeded smooth...

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Veröffentlicht in:Organic Chemistry Frontiers 2023-11, Vol.10 (23), p.5851-5855
Hauptverfasser: Yu, Chengyu, Yue, Guoren, Yan, Penji, Song, Hai, Shi, Hucheng, Wei, Yangfei, Song, Zhengen, Jia, Xin
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Sprache:eng
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Zusammenfassung:A novel synthesis of highly functionalized dihydrofuranyl alcohols has been developed through a tandem process including Michael addition of α,β-unsaturated epoxides with 1,3-diketones, an aldol reaction, a retro-aldol reaction, enolization, and epoxide ring-opening. These reactions proceeded smoothly in the presence of a PTC, affording a variety of dihydrofuranyl alcohols in good yields of up to 97.1%.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D3QO01309J