36977-73-8Relevant academic research and scientific papers
Asymmetric Synthesis of an Amino Acid Derivative from Achiral Aroyl Acrylamide by Reversible Michael Addition and Preferential Crystallization
Kaji, Yuki,Uemura, Naohiro,Kasashima, Yoshio,Ishikawa, Hiroki,Yoshida, Yasushi,Mino, Takashi,Sakamoto, Masami
, p. 16429 - 16432 (2016)
Single-handed α-amino acid derivatives were generated from achiral precursors without an external chiral source. Conjugate addition of phenethylamine to an achiral aroyl acrylamide under homogeneous conditions gave the α-amino amides in quantitative yields, which crystallized as a conglomerate of a P21crystal system. Dynamic preferential crystallization or attrition-enhanced deracemization resulted in the formation of enantiomorphic crystals of 99 % ee.
SYNTHESIS AND SOME REACTIONS OF N-ARYLMALEISOIMIDIUM PERCHLORATES
Ismail, Mohamed Fekry,Enayat, Ebtesam Ismail,Bassiouny, Fakhry Abdel Aziz El,Younis, Hamed Ahmed
, p. 365 - 373 (2007/10/02)
N-Arylmaleisoimidium perchlorates (1a and b) were prepared by the action of acetic anhydride and perchlorid acid on the N-arylmaleamic acids (2a and b).Compound 1b reacted with amines via ring-opening to give N,N-disubstituted maleamides (4a-c), while the reaction of 1a with secondary amines gave N-phenylmaleimide (6).The reaction of 1a and b with aromatic hydrocarbons in the presence of anhydrous aluminium chloride gave good yields of trans-β-aroyl-N-arylacrylamides (7a-h).The reactions of some of the latter compounds with amines and phenylhydrazine are also discussed.
