Synthesis of oxygen-containing heterocyclic compounds based on the intramolecular O-H insertion and Wolff rearrangement of α-diazocarbonyl compounds
Synthesis of oxygen-containing heterocyclic compounds based on the intramolecular O-H insertion and Wolff rearrangement of α-diazocarbonyl compounds
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DOI：
10.1016/j.tetlet.2006.05.007
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发表时间：
2006-07-03
影响因子：
1.8
通讯作者：
Wang, Jianbo
中科院分区：
文献类型：
--
作者：
Liao, Mingyi;Dong, Suwei;Wang, Jianbo
由β-酮-α(-重氮羰基)化合物衍生的钛(IV)-烯酸酯与酮或α，β-不饱和化合物的加成产物进行了Rh-2(OAc)(4)催化和光诱导重氮分解。Rh-2(OAc)(4)催化的反应产生了分子内O-H插入产物，而光诱导反应产生了Wolff重排/分子内亲核加成产物。这些转化代表了四氢呋喃和伽马丁内酯衍生物的新方法。(C)2006爱思唯尔有限公司。保留所有权利。
The addition products of Ti(IV)-enolate derived from beta-keto alpha(-diazo carbonyl Compound to ketones or alpha,beta-unsaturated compounds were subjected to Rh-2(OAC)(4)-catalyzed and photo-induced diazo decomposition. The Rh-2(OAc)(4)-catalyzed reaction afforded intramolecular O-H insertion products, while the photo-induced reaction gave Wolff rearrangement/intramolecular nucleophilic addition products. The transformations represent new approaches to tetrahydrofuran and gamma-butyrolactone derivatives. (c) 2006 Elsevier Ltd. All rights reserved.