Enantioselective Copper-Catalyzed Formal [2+1] and [4+1] Annulations of Diynes with Ketones via Carbonyl Ylides was written by Qi, Lin-Jun;Li, Cui-Ting;Huang, Zheng-Qi;Jiang, Jia-Tian;Zhu, Xin-Qi;Lu, Xin;Ye, Long-Wu. And the article was included in Angewandte Chemie, International Edition in 2022.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:
Carbonyl ylides have proven to be powerful synthons for the efficient construction of various valuable O-heterocycles, and the formation of carbonyl ylides by the reaction of metal carbenes with carbonyls has attracted increasing attention over the past decades. However, a catalyst-controlled highly enantioselective reaction of carbonyl ylides from metal carbenes is extremely challenging. Herein, a novel copper-catalyzed asym. formal [2+1] and [4+1] annulations of diynes with ketones via carbonyl ylides is reported. Importantly, this protocol not only represents the first example of successful asym. epoxidation via carbonyl ylides, but also constitutes the first reaction of vinyl cations with carbonyl compounds This method leads to the divergent, practical and atom-economical synthesis of a range of chiral oxiranes and dihydrofurans in moderate to excellent yields with generally excellent enantioselectivities and diastereoselectivities via remote-stereocontrol strategy. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene).
4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem