223247-63-0Relevant academic research and scientific papers
Stereoselective synthesis of an optically active axially chiral lactam and its reaction with some electrophiles
Fujita,Kitagawa,Izawa,Dobashi,Fukaya,Taguchi
, p. 1949 - 1952 (1999)
An optically active form (≥ 98% ee) of N-(ortho-tert-butylphenyl)-5- methoxymethyl-2-pyrrolidinone 3 having axial chirality was prepared from ortho-tert-butylaniline and (S)-5-(methoxymethyl)butylolactone in short steps and a completely stereoselective manner. The reactions of Li-enolate from lactam 3 with various electrophiles proceeded with 3,5-cis-selectivity.
Synthesis of optically active 5-substituted-2-pyrrolidinone derivatives having atropisomeric structure and 3,5-cis-selective reaction of their enolates with electrophiles
Fujita, Masao,Kitagawa, Osamu,Yamada, Yoichiro,Izawa, Hirotaka,Hasegawa, Hiroshi,Taguchi, Takeo
, p. 1108 - 1114 (2007/10/03)
Optically pure forms (≥98% ee) of N-(o-tert-butylphenyl)-5- (methoxymethyl)-2-pyrrolidinone having atropisomerism and N-(o-tert- butyldiphenylsiloxyphenyl)-5-(methoxymethyl)-2-pyrrolidinone having an atropisomerism-like structure were prepared from ortho-substituted aniline derivatives and (S)-5-(methoxymethyl)butyrolactone in a stereoselective manner. The reactions of Li-enolates from these lactams with various electrophiles and subsequent dearylation of the products gave 3,5-cis- disubstituted-2-pyrrolidinone derivatives.
