97589-54-3Relevant academic research and scientific papers
TFA-protected α-amino acid N-hydroxysuccinimide ester: Application for inter- And intramolecular acylation
Tachrim, Zetryana Puteri,Oida, Kazuhiro,Ohashi, Fumina,Wakasa, Haruna,Ikemoto, Haruka,Kurokawa, Natsumi,Sakihama, Yasuko,Hashidoko, Yasuyuki,Suzuki, Takeyuki,Hashimoto, Makoto
, p. 877 - 893 (2019/04/26)
The utilization of N-trifluoroacetyl (TFA)-α-amino acid N-hydroxysuccinimide ester (OSu) derivatives, a promising acylating agent with high storage stability, is reported for Friedel-Crafts acylation into arenes and N-heterocycles. The reaction between TF
Asymmetric Synthesis of Optically Active threo- and erythro-Pyrrolidinylbenzyl Alcohol by the Highly Stereospecific Arylation of (S)-Proline and the Subsequent Highly Diastereoselective Reduction of the α-Amino Ketone
Ookawa, Atsuhiro,Soai, Kenso
, p. 1465 - 1472 (2007/10/02)
Optically active α-amino phenyl ketones in 92-94percent enantiomeric excess (e.e.) were obtained from the stereospecific arylation of (S)-proline or its derivatives by Friedel-Crafts reaction of by Grignard reaction.The subsequent complementary diastereoselective reductions of the α-amino ketone afforded respectively (S)- and (R)-α-benzyl alcohol in 93-100percent e.e. and in 100percent diastereoisomeric excess.The stereochemical course of the reduction of the α-amino ketone is discussed.
N-(Trifluoroacetyl)-α-amino Acid Chlorides as Chiral Reagents for Friedel-Crafts Synthesis
Nordlander, J. Eric,Njoroge, F. George,Payne, Mark J.,Warman, Dhiraj
, p. 3481 - 3484 (2007/10/02)
Chiral N-(trifluoroacetyl)-α-amino acid chlorides unergo Friedel-Crafts reaction with benzene and 1,2-dimethoxybenzene under mild conditions commonly with complete (>99percent) preservation of configurational identity.The resultant (trifluoroacetyl)amino ketones may be deoxygenated with Et3SiH or H2/Pd-C in acidic media to the corresponding N-(trifluoroacetyl)-β-arylalkylamines likewise without loss of configurational purity.
