121671-77-0Relevant articles and documents
Chemoselective Oxidation of p-Methoxybenzyl Ethers by an Electronically Tuned Nitroxyl Radical Catalyst
Hamada, Shohei,Sugimoto, Koichi,Elboray, Elghareeb E.,Kawabata, Takeo,Furuta, Takumi
supporting information, p. 5486 - 5490 (2020/07/24)
The oxidation of p-methoxy benzyl (PMB) ethers was achieved using nitroxyl radical catalyst 1, which contains electron-withdrawing ester groups adjacent to the nitroxyl group. The oxidative deprotection of the PMB moieties on the hydroxy groups was observed upon treatment of 1 with 1 equiv of the co-oxidant phenyl iodonium bis(trifluoroacetate) (PIFA). The corresponding carbonyl compounds were obtained by treating the PMB-protected alcohols with 1 and an excess of PIFA.
Structure–activity relationship studies of atpenin A5 analogs with chemical modification of the side chain moiety
Ohtawa, Masaki,Yano, Keisuke,Miyao, Atsuyoshi,Hiura, Tohru,Sugiyama, Kouhei,Arima, Shiho,Kita, Kiyoshi,Omura, Satoshi,Nagamitsu, Tohru
supporting information, p. 1037 - 1042 (2019/03/21)
We designed and synthesized new atpenin A5 analogs for SAR study. Most of the analogs lacked one or several functional groups in the side chain of atpenin A5, and the stereoisomers proved to be weak nematode complex II inhibitors. However, we determined t
Expanding the scope of methyl xanthate esters - From Barton-McCombie reaction auxiliary to versatile protective group
Thorsheim, Karin,Manner, Sophie,Ellervik, Ulf
, p. 6329 - 6333 (2017/09/29)
The methyl xanthate ester is presented as a versatile protective group for alcohols. Hydroxyl groups can easily be transformed into methyl xanthate esters by several methods and are commonly used as an auxiliary in the Barton-McCombie reaction. We show that these methyl xanthate esters can readily and chemoselectively be cleaved under mild conditions by the action of diethylenetriamine using microwave heating. This method is orthogonal to many common hydroxyl protective groups that can be introduced and cleaved in the presence of methyl xanthate ester.