22780-11-6Relevant articles and documents
Chiral Silver Alkoxide Catalyzed Asymmetric Aldol Reaction of Alkenyl Esters with Isatins
Yanagisawa, Akira,Kawada, Aiko
supporting information, p. 1246 - 1252 (2021/05/05)
A catalytic enantioselective aldol reaction of alkenyl esters with isatins was achieved using a DM-BINAP·AgOTf complex as the chiral precatalyst and N, N -diisopropylethylamine as the base precatalyst in the presence of methanol or 2,2,2-trifluoroethanol.
Catalytic enantioselective mannich-type reaction via a chiral silver enolate
Yanagisawa, Akira,Lin, Yuqin,Miyake, Ryoji,Yoshida, Kazuhiro
supporting information, p. 86 - 89 (2014/01/23)
A catalytic asymmetric Mannich-type reaction of alkenyl trichloroacetates with aldimines was achieved using SEGPHOS·AgOTf as the chiral precatalyst and N,N-diisopropylethylamine as the base precatalyst in the presence of 2,2,2-trifluoroethanol. Optically
Practical synthesis of gem-difluorides from cyclohexanone: Synthesis of gem-bistrifluoroacetates and their reactions with fluoride nucleophiles
Tojo, Masahiro,Fukuoka, Shinsuke,Tsukube, Hiroshi
experimental part, p. 29 - 35 (2010/03/30)
Formation of ketone acylals bearing trihaloacetoxy groups and their nucleophilic geminal disubstitution by fluoride ions were investigated. Cyclohexanone reacted with trifluoroacetic anhydride without catalyst to give gem-bistrifluoroacetates via a concerted bimolecular reaction. Treatment with hydrogen fluoride under mild conditions efficiently yielded the corresponding gem-difluorides. In this reaction process, trifluoroacetic acid was recovered and converted to trifluoroacetic anhydride using P2O5. Since gem-difluorides were derived from ketones, HF and P2O5, this constitutes a practical synthesis of gem-difluorides.
