91246-76-3Relevant academic research and scientific papers
Enantioconvergent photoredox radical-radical coupling catalyzed by a chiral-at-rhodium complex
Zhou, Zijun,Nie, Xin,Harms, Klaus,Riedel, Radostan,Zhang, Lilu,Meggers, Eric
, p. 1512 - 1518 (2019)
Racemic α-chloro imidazol-2-yl-ketones undergo an enantioconvergent photoactivated C–C bond formation with N-aryl glycines catalyzed by a single bis-cyclometalated chiral-at-rhodium catalyst in yields of up to 80% and up to 98% enantiomeric excess (ee). C
Visible-Light Photoredox-Catalyzed Giese Reaction: Decarboxylative Addition of Amino Acid Derived α-Amino Radicals to Electron-Deficient Olefins
Millet, Anthony,Lefebvre, Quentin,Rueping, Magnus
supporting information, p. 13464 - 13468 (2016/09/13)
A tin- and halide-free, visible-light photoredox-catalyzed Giese reaction was developed. Primary and secondary α-amino radicals were generated readily from amino acids in the presence of catalytic amounts of an iridium photocatalyst. The reactivity of the α-amino radicals has been evaluated for the functionalization of a variety of activated olefins.
4,4'-Di-tert-butylbiphenyl-Catalysed Reductive Opening of Azetidines with Lithium: A Direct Preparation of 3,N-Dilithioalkylamines
Almena, Juan,Foubelo, Francisco,Yus, Miguel
, p. 5775 - 5782 (2007/10/02)
The reaction of N-phenylazetidine 1a with an excess of lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (5 molpercent) in THF at -15 deg C leads to the corresponding dianion 2a, which by treatment with different electrophiles (H2O, D2O, ButCHO, PhCHO, (CH2)5CO, PhCH=NPh, CO2) yields, after hydrolysis with water, the expected functionalysed amines 3aa-ah.The same method applied to N-isopropyl-2-phenylazetidine 1c affords compounds 3ca-ce (electrophiles: H2O, D2O, PhCHO, Me2CO, CH2=CHCH2Br) resulting from the more stable benzylic intermediate 2c.Finally, the regiochemistry in the reductive opening of 2-methyl-N-phenylazetidine 1d followed by deuterolysis was studied: a mixture of both regioisomers 3da+3da' was obtained, the ratio being the oposite as expected according to the stability of both intermediates 2d and 2d'.
