193410-54-7Relevant academic research and scientific papers
Efficient synthesis of various atropisomeric amides in optically pure forms and their application to asymmetric reactions
Kitagawa, Osamu,Momose, Shu-ichi,Fushimi, Yoshihisa,Taguchi, Takeo
, p. 8827 - 8831 (2007/10/03)
Various atropisomeric amides were prepared in optically pure forms (≥98% ee) through the optical resolution of the amide ester derived from (R)-pantolactone, N-allyl-ortho-tert-butylaniline and oxalyl chloride. Asymmetric carbonyl addition reaction of an alkyllithium and asymmetric iodolactonization with these atropisomeric amides proceeded with high stereoselectivity.
Optically Active Axially Chiral Anilide and Maleimide Derivatives as New Chiral Reagents: Synthesis and Application to Asymmetric Diels-Alder Reaction
Kitagawa, Osamu,Izawa, Hirotaka,Sato, Kiyonobu,Dobashi, Akira,Taguchi, Takeo,Shiro, Motoo
, p. 2634 - 2640 (2007/10/03)
New axially chiral N-acryl-N-allyl-o-tert-butylanilide and N-(o-tert-butylphenyl)-2-methylmaleimide with high optical purity and definite absolute configurations were prepared from o-tert-butylaniline and (S)-O-acetyl lactic acid or (R)-2-methylsuccinic acid, respectively. Iodine- or Lewis acid-mediated asymmetric Diels-Alder reaction of these axially chiral compounds with various dienes proceeded with high endo and diastereofacial selectivity.
