15563-54-9Relevant academic research and scientific papers
Synthesis of N -acyl- N, O -acetals mediated by titanium ethoxide
Li, Min,Luo, Bingling,Liu, Qi,Hu, Yumin,Ganesan,Huang, Peng,Wen, Shijun
supporting information, p. 10 - 13 (2014/01/23)
N-Acyl-N,O-acetals are present in a number of bioactive natural products, and this unusual functional group can act as a synthetic precursor to unstable reactive N-acylimines. In this paper, a variety of N-acyl-O-ethyl-N,O-acetals was concisely prepared under mild conditions mediated by titanium ethoxide (Ti(OEt)4). The method also offers a new strategy to make other O-alkyl-N,O-acetals. Furthermore, this strategy was extended to the synthesis of an analogue of the natural product turtschamide.
Aziridination of Activated Imines with Monocarbonyl Iodonium Ylides Generated from (Z)-(2-Acetoxyvinyl)iodonium Salts via Ester Exchange: Stereoselective Synthesis of 2-Acylaziridines
Ochiai, Masahito,Kitagawa, Yutaka
, p. 3181 - 3189 (2007/10/03)
Monocarbonyl iodonium ylides, generated in situ from (Z)-(2-acetoxyvinyl)iodonium salts via an ester exchange reaction with EtOLi, undergo alkylidene transfer reactions to activated imines yielding 2-acylaziridines in good yields. The stereochemical outcome of this aziridination was shown to be dependent on both the activating groups of the imines and the reaction solvents: that is, the aziridination of N-(2,4,6-trimethylbenzenesulfonyl)imines in THF affords cis-aziridines as a major product while that of N-benzoylimines in THF-DMSO or THF gives the trans isomer stereoselectively.
N-amides, Versatile Amidoalkylation Reagents. 5. A General and Convenient Route to N-(α-Alkoxyalkyl)amides
Katritzky, Alan R.,Fan, Wei-Qiang,Black, Michael,Pernak, Juliusz
, p. 547 - 549 (2007/10/02)
N-amides 2, easily prepared from benzotriazole 1, an aldehyde, and an amide, react readily with a variety of primary and secondary alcohols under mild conditions to give N-(α-alkoxyalkyl)amides 3 in good yield.
