42551-21-3Relevant academic research and scientific papers
trans-Cyclooctenes as Halolactonization Catalysts
Einaru, Shunsuke,Shitamichi, Kenta,Nagano, Tagui,Matsumoto, Akira,Asano, Keisuke,Matsubara, Seijiro
supporting information, p. 13863 - 13867 (2018/09/27)
The strained olefins in trans-cyclooctenes serve as efficient catalysts for halolactonizations, including bromolactonizations and iodolactonizations. The trans-cyclooctene framework is essential for excellent catalytic performance, and the substituents also play important roles in determining efficiency. These results are the first demonstration of catalysis by a trans-cyclooctene.
Photolysis of 1-alkylcycloalkanols in the presence of (diacetoxyiodo) benzene and I2. Intramolecular selectivity in the β-scission reactions of the intermediate 1-alkylcycloalkoxyl radicals
Antunes, Carla S. Aureliano,Bietti, Massimo,Lanzalunga, Osvaldo,Salamone, Michela
, p. 5281 - 5289 (2007/10/03)
The C-C β-scission reactions of 1-alkylcycloalkoxyl radicals, generated photochemically by visible light irradiation of CH2Cl 2 solutions containing the parent 1-alkylcycloalkanols, (diacetoxy)-iodobenzene (DIB), and I2, have been investigated through the analysis of the reaction products. The 1-alkylcycloalkoxyl radicals undergo competition between ring opening and C-alkyl bond cleavage as a function of ring size and of the nature of the alkyl substituent. With the 1-propylcycloheptoxyl, 1-propylcyclooctoxyl, and 1-phenylcyclooctoxyl radicals, formation of products deriving from an intramolecular 1,5-hydrogen atom abstraction reaction from the cycloalkane ring has also been observed. The results are discussed in terms of release of ring strain associated to ring opening, stability of the alkyl radical formed by C-alkyl cleavage, and with cycloheptoxyl and cyclooctoxyl radicals, also in terms of the possibility of achieving a favorable geometry for intramolecular hydrogen atom abstraction.
THE REACTION OF ALLYL IODIDE WITH KETONES IN THE PRESENCE OF CERIUM AMALGAM. AN EFFICIENT METHOD FOR THE PREPARATION OF HOMOALLYLIC ALCOHOLS
Imamoto, Tsuneo,Hatanaka, Yasuo,Tawarayama, Yoshinori,Yokoyama, Masataka
, p. 4987 - 4988 (2007/10/02)
Allyl iodide reacts in situ with cerium amalgam to generate allyl cerium iodide, which in turn reacts with ketones to yield homoallylic alcohols in good yields.
