242484-64-6Relevant articles and documents
Enantioselective electrophilic fluorinations: A study of the fluorine-transfer from achiral N-F reagents to cinchona alkaloids
Baudequin, Christine,Loubassou, Jean-Fran?ois,Plaquevent, Jean-Christophe,Cahard, Dominique
, p. 189 - 193 (2003)
A transfer fluorination on cinchona alkaloids with the aid of achiral N-F fluorine-transfer reagents is described. Ten commercially available reagents were evaluated. Selectfluors 9 and 10, Accufluor 11,N-fluorobenzenesulfonimide (NFSi) 13, and N-fluoro-2,6-dichloropyridinium tetrafluoroborate 17 are effective fluorine-transfer reagents. The N-fluoroammonium salts of cinchona alkaloids thus prepared were employed in the construction of stereogenic fluorinated carbon centers with enantioselectivity as high as 85%. We also demonstrated that ionic liquids are effective green solvents for the development of this methodology.
p-Toluenesulfonic acid catalysed fluorination of α-branched ketones for the construction of fluorinated quaternary carbon centres
Tang, Shi-Zhong,Bian, Hong-Li,Zhan, Zong-Song,Chen, Meng-En,Lv, Jian-Wei,Xie, Shaolei,Zhang, Fu-Min
supporting information, p. 12377 - 12380 (2018/11/30)
A p-toluenesulfonic acid catalyzed fluorination of α-branched ketones for the construction of fluorinated quaternary carbon centers has been developed, featuring a broad substrate scope, environmentally benign reaction conditions, and operational simplicity.
N-Fluoro-(3,5-di-tert-butyl-4-methoxy)benzenesulfonimide (NFBSI): A sterically demanding electrophilic fluorinating reagent for enantioselective fluorination
Yasui, Hiroyuki,Yamamoto, Takeshi,Ishimaru, Takehisa,Fukuzumi, Takeo,Tokunaga, Etsuko,Akikazu, Kakehi,Shiro, Motoo,Shibata, Norio
experimental part, p. 222 - 225 (2011/04/26)
We disclose here a novel electrophilic fluorinating reagent, N-fluoro-(3,5-di-tert-butyl-4-methoxy)benzenesulfonimide (NFBSI) as a sterically demanding analogue of popular fluorinating reagent, N-fluorobenzenesulfonmide (NFSI). NFBSI improves the enantios