Efficient synthesis of various atropisomeric amides in optically pure forms and their application to asymmetric reactions

Article abstract of DOI:10.1016/S0040-4039(99)01853-5

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.