Synthesis of Cyclopropyl-Substituted Furans by Brønsted Acid Promoted Cascade Reactions

Synthesis of Cyclopropyl-Substituted Furans by Brønsted Acid Promoted Cascade Reactions
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布伦斯台德酸促进级联反应合成环丙基取代呋喃

DOI:
10.1002/ange.201500625
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发表时间:
2015
期刊:
影响因子:
--
通讯作者:
Clark J
Clark J
中科院分区:
--
文献类型:
--
作者:
Clark J

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氯乙酸促进缺电子炔烯酮的有效和非对映选择性的分子内级联反应,以提供具有在5位带有稠合环丙基取代基的2,3,5-三取代呋喃的产物。使用这种温和的酸催化反应,以高产率合成了具有各种大小和杂原子的环的合成相关的多环结构单元。
Chloroacetic acid promotes an efficient and diastereoselective intramolecular cascade reaction of electron‐deficient ynenones to deliver products featuring a 2,3,5‐trisubstituted furan bearing a fused cyclopropyl substituent at the 5‐position. Synthetically relevant polycyclic building blocks featuring rings of various sizes and heteroatoms have been synthesized in high yield using this mild acid‐catalyzed reaction.