OPTICALLY-ACTIVE AXIALLY CHIRAL ANILIDE AND MALEIMIDE DERIVATIVES AS NEW CHIRAL REAGENTS - SYNTHESIS AND APPLICATION TO ASYMMETRIC DIELS-ALDER REACTION

New axially chiral N-acryl-N-allyl-o-tert-butylanilide and N-(o-tert-b utylphenyl)-2-methylmaleimide with high optical purity and definite ab solute 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 axial ly chiral compounds with various dienes proceeded with high endo and d iastereofacial selectivity.