28861-21-4Relevant articles and documents
Iodine promoted α-hydroxylation of ketones
Siddaraju, Yogesh,Prabhu, Kandikere Ramaiah
supporting information, p. 6749 - 6753 (2015/06/25)
A novel method for α-hydroxylation of ketones using substoichiometric amount of iodine under metal-free conditions is described. This method has been successfully employed in synthesizing a variety of heterocyclic compounds, which are useful precursors. α-Hydroxylation of diketones and triketones are illustrated. This strategy provides a novel, efficient, mild and inexpensive method for α-hydroxylation of aryl ketones using a sub-stoichiometric amount of molecular iodine.
Synthesis of carbocycles by enone-selective reduction using organoiodotin hydride
Suwa, Toshihiro,Nishino, Keita,Miyatake, Masato,Shibata, Ikuya,Baba, Akio
, p. 3403 - 3406 (2007/10/03)
By using di-n-butyliodotin hydride (n-Bu2SnIH), carbocycles were prepared from substrates bearing both enone and formyl moieties, where the enone-selective reduction was followed by a diastereoselective intramolecular aldol reaction. (C) 2000 Elsevier Science Ltd.
Lewis Acid-Promoted Disproportionation Reaction of Aromatic Vinyl Ethers and Acetals and Its Application to the Synthesis of Paracotoin
Gong, Young Dae,Tanaka, Hiroko,Iwasawa, Nobuharu,Narasaka, Koichi
, p. 2181 - 2185 (2007/10/03)
Aromatic vinyl ethers and acetals underwent a novel addition-fragmentation reaction affording olefins and esters in the presence of a Lewis acid. This reaction was applied to intramolecular cyclization reaction, giving five or six membered ring compounds in good yields. Paracotoin, an intermediate in the biosynthesis of shikimic acid, was synthesized using this cyclization reaction as the key step.
