130906-76-2Relevant academic research and scientific papers
Organoiodine-induced hydroxylation as well as enantioselective alkoxylation/hydroxylation of allylic alcohols via 1,2- aryl migration
Deng, Qingfu,Gao, Tianyong,Hu, Liangzhen,Xiong, Yan
, (2021/08/03)
A new method for the hydroxylation of allylic alcohols using [hydroxyl(tosyloxy)iodo]benzene (HTIB) as both oxidant and reagent has been developed. Meanwhile, the enantioselective alkyoxylation as well as hydroxylation catalyzed by simple chiral iodine be
Metal-free, one-pot, sequential protocol for transforming ,-epoxy ketones to -hydroxy ketones and -methylene ketones
Hasegawa, Eietsu,Arai, Saki,Tayama, Eiji,Iwamoto, Hajime
, p. 1593 - 1600 (2015/02/19)
A new sequential, one-pot protocol for transforming 1,3-disubstituted 2,3-epoxy ketones to β;-hydroxy ketones and α-methylene ketones has been developed. Reaction of epoxy ketones with boron trifluoride etherate (BF3·OEt2) generates the cationic intermediates by regioselective epoxide ring opening and an acyl shift. Then, a treatment of these cations with 2-aryl-1,3-dimethylbenzimidazolines (DMBIH) results in formation of 1,2-disubstituted 3-hydroxy ketones. DMBIH serves as a hydride donor in the second step of this process. Finally, the β;-hydroxy ketones can be converted to 1,2-disubstituted 2-methylene ketones by treatment with methanesulfonic acid or a combination of methanesulfonyl chloride and triethylamine. Importantly, the sequential steps involved in formation of the α-methylene ketone products can be carried out in one pot.
