297183-00-7Relevant articles and documents
Synthetic Methods and Reactions. Part 106. Suppression of Anchimerically Assisted Rearrangement Products in the Synthesis of α-Fluorocarboxylic Acids from α-Amino Acids with 48:52 (w/w) Hydrogen Fluoride/Pyridine
Olah, George A.,Prakash, G. K. Surya,Chao, Yah Li
, p. 2528 - 2530 (1981)
Anchimerically assisted rearrangement, observed in the fluorination of some α-amino acids with 70:30 (w/w) hydrogen fluoride/pyridine (by weight) in the presence of NaNO2, is substantially or fully suppressed by using the less acidic reagent 48:52 (w/w) hydrogen fluoride/pyridine.
Asymmetric synthesis of 1,2-fluorohydrin: Iridium catalyzed hydrogenation of fluorinated allylic alcohol
Ponra, Sudipta,Yang, Jianping,Wu, Haibo,Rabten, Wangchuk,Andersson, Pher G.
, p. 11189 - 11194 (2020/11/04)
We have developed a simple protocol for the preparation of 1,2-fluorohydrin by asymmetric hydrogenation of fluorinated allylic alcohols using an efficient azabicyclo thiazole-phosphine iridium complex. The iridium-catalyzed asymmetric synthesis of chiral 1,2-fluorohydrin molecules was carried out at ambient temperature with operational simplicity, and scalability. This method was compatible with various aromatic, aliphatic, and heterocyclic fluorinated compounds as well as a variety of polyfluorinated compounds, providing the corresponding products in excellent yields and enantioselectivities. This journal is
Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Bronsted acid catalysis
Uraguchi, Daisuke,Kizu, Tomohito,Ohira, Yuki,Ooi, Takashi
, p. 13489 - 13491 (2015/01/09)
Highly enantioselective protonation of α-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Bronsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.